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CN102119143A - Amide derivative, pest control agent containing the amide derivative and use of the pest control agent - Google Patents

Amide derivative, pest control agent containing the amide derivative and use of the pest control agent Download PDF

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Publication number
CN102119143A
CN102119143A CN2009801310765A CN200980131076A CN102119143A CN 102119143 A CN102119143 A CN 102119143A CN 2009801310765 A CN2009801310765 A CN 2009801310765A CN 200980131076 A CN200980131076 A CN 200980131076A CN 102119143 A CN102119143 A CN 102119143A
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carbonyl
general formula
phenyl
amino
alkyl
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CN2009801310765A
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CN102119143B (en
Inventor
小林由实
大同英则
胜田裕之
野村路一
塚田英孝
平林敦
高桥祐介
青木要治
河原敦子
深泽靖明
广濑麻衣
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Mitsui Chemical Plant Protection Co ltd
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Sankyo Agro Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/42Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/18Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/44Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • A01N37/46N-acyl derivatives
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/20N-Aryl derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/64Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/66Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/64Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/81Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/40Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to a carbon atom of a six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/57Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/58Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
    • C07C255/60Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton at least one of the singly-bound nitrogen atoms being acylated
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/28Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
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    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
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    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen

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  • Organic Chemistry (AREA)
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  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

Disclosed is an amide derivative having excellent pest control effect, which is represented by general formula (1). In general formula (1), A represents a carbon atom, a nitrogen atom or the like; K represents a non-metal atomic group necessary for forming a cyclic linking group derived from benzene or a heterocyclic ring; X represents a halogen atom or the like; n represents an integer of 0-4; R1 and R2 each represents a hydrogen atom, an alkyl group or the like; T represents -C(=G1)-Q1 or -C(=G1)-G2Q2; G1-G3 each represents an oxygen atom or the like; Q1 and Q2 each represents a hydrogen atom, an alkyl group, an aryl group or the like; Y1 and Y5 each represents a halogen atom or the like; Y2 and Y4 each represents a hydrogen atom or the like; and Y3 represents a C2-C5 haloalkyl group.

Description

Amide derivatives, the noxious organism control agent that contains this amide derivatives and using method thereof
Technical field
The present invention relates to the amide derivatives that contains in noxious organism control agent and this noxious organism control agent and the using method of this amide derivatives.
Background technology
No. 2005/21488 specification sheets disclosed in the world, international disclosing in No. 2005/73165 specification sheets, No. 2006/137376 specification sheets of international publication, No. 2006/137395 specification sheets of international publication discloses multiple amide derivatives.
Summary of the invention
In the crop production of agricultural and gardening etc., the infringement that causes owing to insect etc. still significantly, produce the reasons such as insect that existing medicine had resistance, people expect development of new agricultural or horticultural use noxious organism control agent.
Problem of the present invention is to be provided at that available shows the amide derivatives of insecticidal effect and contains this amide derivatives as the noxious organism control agent of effective constituent and the method for control of harmful organism insect in the agricultural gardening field of wider range.
For the development of new noxious organism control agent, the inventor etc. found that through concentrating on studies, the aromatic carboxylic acid amide derivatives of general formula of the present invention (1) expression is the novel cpd that document is not put down in writing, be noxious organism control agent, particularly the agricultural or horticultural use noxious organism control agent that shows superior efficacy, thereby finished the present invention.
In addition, found to prepare the novel preparation method and the useful intermediates of compound of the present invention, thereby finished the present invention.
That is, the present invention is as described below.
<1〉amide derivatives of following general formula (1) expression.
Figure BPA00001310061500021
{ in the general formula (1), A represents carbon atom, Sauerstoffatom, nitrogen-atoms, oxidized nitrogen-atoms or sulphur atom.Necessary non-metallic atom group when K is illustrated in 2 carbon atoms with A and A bonding and forms cyclic linker group, described cyclic linker group is from benzene, pyridine, N-pyridine oxide, pyrimidine, pyrazine, pyridazine, triazine, pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole.
X represents hydrogen atom; halogen atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; the C2-C6 alkenyl oxy; the C2-C6 halogenated alkenyl oxy; C2-C6 alkynyloxy base; C2-C6 halo alkynyloxy base; the C3-C9 cycloalkyloxy; C3-C9 halo cycloalkyloxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; the C3-C7 alkenyl carbonyl; C3-C7 halogenated alkenyl carbonyl; C3-C7 alkynyl carbonyl; C3-C7 halo alkynyl carbonyl; the C4-C10 naphthene base carbonyl; C4-C10 halogenated cycloalkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; aryl carbonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; C4-C10 cycloalkyl oxy carbonyl; C4-C10 halogenated cycloalkyl oxygen base carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C2-C7 alkoxy-carbonyl oxy; C2-C7 halo alkoxy carbonyl oxygen base; aryl-amino-carbonyl; amino; formamyl; cyano group; hydroxyl; Pentafluorosulfanyl (pentafluorosulfanyl group); the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; phenyl; or heterocyclic radical; when having a plurality of X, each X can be same to each other or different to each other.
N represents 0~4 integer.
T represents-C (=G 1)-Q 1, or-C (=G 1)-G 2Q 2
G 1And G 2Represent Sauerstoffatom or sulphur atom respectively independently.
Q 1And Q 2Represent hydrogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 halogenated alkenyl, C2-C6 alkynyl, C2-C6 halo alkynyl, C3-C9 cycloalkyl, C3-C9 halogenated cycloalkyl, benzyl, can have substituent phenyl, naphthyl, maybe can have substituent heterocyclic radical.
Y 1And Y 5Represent halogen atom, C1-C6 halogenated alkoxy or C1-C3 haloalkyl respectively independently, Y 2, Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl respectively independently, Y 3Expression C2-C5 haloalkyl.
Need to prove Q 1And Q 2In; the substituting group that can have substituent phenyl and can have a substituent heterocyclic radical represents to be selected from the substituting group more than 1 in the following radicals; described group is: halogen atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; the C2-C6 alkenyl oxy; the C2-C6 halogenated alkenyl oxy; C2-C6 alkynyloxy base; C2-C6 halo alkynyloxy base; the C3-C9 cycloalkyloxy; C3-C9 halo cycloalkyloxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; the C3-C7 alkenyl carbonyl; C3-C7 halogenated alkenyl carbonyl; C3-C7 alkynyl carbonyl; C3-C7 halo alkynyl carbonyl; the C4-C10 naphthene base carbonyl; C4-C10 halogenated cycloalkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; C4-C10 cycloalkyl oxy carbonyl; C4-C10 halogenated cycloalkyl oxygen base carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; amino; formamyl; cyano group; nitro; hydroxyl; Pentafluorosulfanyl; can have substituent phenyl; and can have substituent heterocyclic radical; when having 2 above substituting groups, each substituting group can be the same or different.
And then, X, Q 1, and Q 2In heterocyclic radical represent pyridyl, N-pyridine oxide base, pyrimidyl, pyrazinyl, pyridazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, thiadiazolyl group, pyrryl, imidazolyl, triazolyl, pyrazolyl or tetrazyl.
G 3Expression Sauerstoffatom or sulphur atom.
R 1And R 2Represent hydrogen atom respectively independently; Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。}
But the amide derivatives that does not comprise above-mentioned general formula (1) expression is any one the situation in following (A)~(I).
(A) in the above-mentioned general formula (1), K necessary non-metallic atom group when forming the cyclic linker group from pyridine at 2 carbon atoms, Y with A and A bonding 1Be halogen atom, Y 5Be the C1-C6 halogenated alkoxy, T is-C (=G 1)-Q 1
(B) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, Y 1And Y 5Be halogen atom independently respectively, T is-C (=G 1)-G 2Q 2
(C) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, and T is-C (=G 1)-Q 1, Y 1Be halogen atom, Y 5Be halogen atom or halogenated alkoxy.
(D) amide compound of following general formula (2) expression.
In the general formula (2), Y 2~Y 4, Q 1, G 1, G 3, R 1, and R 2With the Y in the general formula (1) 2~Y 4, Q 1, G 1, G 3, R 1, and R 2The difference synonym.Y 1Be halogen atom, Y 5Be the C1-C2 halogenated alkoxy.}
(E) in the above-mentioned general formula (2), Y 1And Y 5Be halogen atom independently respectively, X is hydrogen atom, Y 3Be the C2-C3 haloalkyl.
(F) amide derivatives of following general formula (3) expression.
In the general formula (3), Y 1And Y 5Be halogen atom independently respectively, X 1, X 3Be hydrogen atom or fluorine atom, Q 1With the Q in the general formula (1) 1Synonym, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 perfluoroalkyl.}
(G) amide derivatives of following general formula (4) expression.
Figure BPA00001310061500063
In the general formula (4), X 1Be fluorine atom, X 2, X 3And X 4Be hydrogen atom, Y 1And Y 5Differ from one another, be bromine atoms or trifluoromethoxy, Y 2And Y 4Be hydrogen atom, Y 3Be seven fluorine sec.-propyls, Q 1Be phenyl or 2-chloropyridine-3-base, R 1And R 2Differ from one another, be hydrogen atom or methyl.
Perhaps, X 1Be fluorine atom, X 2, X 3And X 4Be hydrogen atom, Y 1And Y 5Be bromine atoms, Y 2And Y 4Be hydrogen atom, Y 3Be pentafluoroethyl group, Q 1Be 2-fluorophenyl, R 1And R 2Be hydrogen atom or methyl independently respectively.}
(H) amide derivatives of following general formula (5) expression.
In the general formula (5), Y 1And Y 5Be halogen atom independently respectively, X 1Be hydrogen atom or fluorine atom, Q 2Be 2,2,2-three chloroethyls and 3,3,3-three fluoro-n-propyl group, Y 3Be the C2-C4 haloalkyl.}
(I) amide derivatives of following general formula (6) expression.
Figure BPA00001310061500072
In the general formula (6), Y 1And Y 5Be halogen atom independently respectively, Q 2With the Q in the general formula (1) 2Synonym, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 haloalkyl.}
<2〉as above-mentioned<1〉described amide compound, represent with following general formula (7).
Figure BPA00001310061500081
{ in the general formula (7), n is 4, X, Y 1~Y 5, Q 1, G 1, G 3, R 1, and R 2With X, the Y in the general formula (1) 1~Y 5, Q 1, G 1, G 3, R 1, and R 2The difference synonym.}
<3〉as above-mentioned<2〉described amide derivatives, represent with following general formula (8).
Figure BPA00001310061500082
In the general formula (8), Q 1Expression can have substituent phenyl maybe can have substituent pyridyl.X 1, X 2, X 3And X 4Represent hydrogen atom or fluorine atom respectively independently.R 1And R 2Represent hydrogen atom or C1-C3 alkyl respectively independently.Y 1And Y 5Represent halogen atom, C1-C3 halogenated alkoxy or C1-C3 haloalkyl respectively independently, Y 2And Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl, Y respectively independently 3Expression C3-C4 haloalkyl.
Wherein, Y 1And Y 5When being halogen atom simultaneously, X 1And X 2In at least-side be fluorine atom.In addition, Y 1Or Y 5During for the C1-C3 halogenated alkoxy, X 2Be fluorine atom.}
<4〉as above-mentioned<3〉described amide derivatives, in the above-mentioned general formula (8), Y 3Be the C3-C4 perfluoroalkyl.
<5〉as above-mentioned<4〉described amide derivatives, in the above-mentioned general formula (8), Y 1And Y 5Be chlorine atom, bromine atoms, iodine atom, trifluoromethoxy, trifluoromethyl or pentafluoroethyl group independently respectively, Y 2, Y 4Be hydrogen atom.
<6〉as above-mentioned<5〉described amide derivatives, in the above-mentioned general formula (8), X 1And X 2Be hydrogen atom or fluorine atom independently respectively, X 3And X 4Be hydrogen atom.
<7〉as above-mentioned<6〉described amide derivatives, in the above-mentioned general formula (8), R 1And R 2Be hydrogen atom or methyl independently respectively.
<8〉as above-mentioned<7〉described amide derivatives, in the above-mentioned general formula (8), Q 1For having substituent phenyl or the pyridyl that is selected from halogen atom, C1 haloalkyl, nitro and the cyano group.
<9〉as above-mentioned<8〉described amide derivatives, in the above-mentioned general formula (8), Q 1In substituent quantity be 1 or 2.
<10〉as above-mentioned<9〉described amide derivatives, in the above-mentioned general formula (8), Q 1Be phenyl, the 2-fluorophenyl, the 3-fluorophenyl, the 4-fluorophenyl, the 2-chloro-phenyl-, the 3-chloro-phenyl-, the 4-chloro-phenyl-, the 2-bromophenyl, the 3-bromophenyl, the 4-bromophenyl, the 2-iodophenyl, the 3-iodophenyl, the 4-iodophenyl, (2-trifluoromethyl) phenyl, (3-trifluoromethyl) phenyl, (4-trifluoromethyl) phenyl, the 2-nitrophenyl, the 3-nitrophenyl, the 4-nitrophenyl, the 2-cyano-phenyl, the 3-cyano-phenyl, the 4-cyano-phenyl, 2, the 6-difluorophenyl, 3, the 4-dichlorophenyl, 2, the 4-dichlorophenyl, 2-chloro-4-fluorophenyl, 2-chloro-4, the 5-difluorophenyl, 4-bromo-2-chloro-phenyl-, 2-bromo-4-chloro-phenyl-, 2-bromo-4-fluorophenyl, 2-chloro-4-nitrophenyl, 3,5-dicyano phenyl, 4-cyano group-2-fluorophenyl, 2-chloro-4-cyano-phenyl, pyridin-3-yl, 2-fluorine pyridin-3-yl, 2-chloropyridine-3-base, 2-bromopyridine-3-base, 2-iodine pyridine-3-base, 2-(trifluoromethyl) pyridin-3-yl, 2-nitropyridine-3-base, 2-cyanopyridine-3-base, 6-fluorine pyridin-3-yl, 6-chloropyridine-3-base, 6-bromopyridine-3-base, 6-iodine pyridine-3-base, 6-(trifluoromethyl) pyridin-3-yl, 6-nitropyridine-3-base, 6-cyanopyridine-3-base, 5-fluorine pyridin-3-yl, 5-chloropyridine-3-base, 5-bromopyridine-3-base, 5-iodine pyridine-3-base, 5-(trifluoromethyl) pyridin-3-yl, 5-nitropyridine-3-base, 5-cyanopyridine-3-base, 4-fluorine pyridin-3-yl, 4-chloropyridine-3-base, 4-bromopyridine-3-base, 4-iodine pyridine-3-base, 4-(trifluoromethyl) pyridin-3-yl, 4-nitropyridine-3-base, 4-cyanopyridine-3-base, 2,6-dichloropyridine-3-base, N-pyridine oxide-3-base, pyridin-4-yl, 2-chloropyridine-4-base, 3-bromopyridine-4-base, 3,5-dichloropyridine-4-base, 3-(trifluoromethyl) pyridin-4-yl, 2,6-dicyanopyridine-4-base, N-pyridine oxide-4-base, pyridine-2-base, 3-chloropyridine-2-base, 4-bromopyridine-2-base, 5-iodine pyridine-2-base, 6-chloropyridine-2-base or 4-cyanopyridine-2-base.
<11〉as above-mentioned<10〉described amide derivatives; the compound of above-mentioned general formula (8) expression is 3-benzoylamino-N-(2-bromo-6-chloro-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide; (3-(2 for 2-chloro-N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; 3-(4-cyano group-N-methyl-benzamide base)-N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; (3-(2 for 2-chloro-N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; 3-benzoylamino-N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; 3-benzoylamino-N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; 3-(3-cyano group-N-methyl-benzamide base)-N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two chloro-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; 3-(4-cyano group-N-methyl-benzamide base)-N-(2; 6-two chloro-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; (3-(2 for 2-chloro-N-; 6-two chloro-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; 3-(4-cyano group-N-methyl-benzamide base)-N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; 3-benzoylamino-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; 3-(2; 6-difluorobenzamide base)-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide; N-(2-bromo-6-iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; N-(3-(2-bromo-6-iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro-N-methylnicotinamide;
3-(4-cyano group benzoylamino)-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(3-cyano group benzoylamino)-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; 3-(4-cyano group-N-methyl-benzamide base)-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(3-cyano group-N-methyl-benzamide base)-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; 3-benzoylamino-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(3-cyano group benzoylamino)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(4-cyano group benzoylamino)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; 3-(3-cyano group-N-methyl-benzamide base)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(4-cyano group-N-methyl-benzamide base)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-benzoylamino-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) niacinamide phenyl); (3-(2 for 6-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) niacinamide phenyl); (3-(2 for 3-cyano group-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) benzamide phenyl); 3-(4-cyano group benzoylamino)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the 2-fluorobenzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-3-(3-fluorobenzoyl amido) benzamide; N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-3-(4-fluorobenzoyl amido) benzamide;
(3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2; the 6-difluorobenzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the N-methylnicotinamide; (3-(2 for 6-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the N-methylnicotinamide; (3-(2 for 3-cyano group-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for 4-cyano group-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-3-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-4-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2; 6-two fluoro-N-methyl-benzamides; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; (3-(2 for 6-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; 3-(2; 6-difluorobenzamide base)-N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-the 2-fluorobenzamide; 3-benzoylamino-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl) benzamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) niacinamide phenyl); (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the 2-fluorobenzamide; 2-chloro-N-(3-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl) niacinamide;
N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-3-(3-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-3-(4-fluorobenzoyl amido) benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2; the 6-difluorobenzamide; (3-(2 for 3-cyano group-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) benzamide phenyl); 3-(4-cyano group benzoylamino)-N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl) benzamide; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; (3-(2 for 6-chloro-N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-2-fluoro-N-methyl-benzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(3-fluoro-N-methyl-benzamide base) benzamide; N-(2; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(4-fluoro-N-methyl-benzamide base) benzamide; (3-(2 for N-; 6-two iodo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl)-2; 6-two fluoro-N-methyl-benzamides; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for 2-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the N-methylnicotinamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-the N-methylnicotinamide; (3-(2 for 3-cyano group-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for 4-cyano group-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-3-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-4-fluoro-N-methyl-benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical) phenyl)-2,6-two fluoro-N-methyl-benzamides;
(3-(2 for 2-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-3-(2; 6-difluorobenzamide base)-the 2-fluorobenzamide; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; (3-(2 for 6-chloro-N-; 6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; 3-(3-cyano group benzoylamino)-N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(4-cyano group benzoylamino)-N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; (3-(2 for 2-chloro-N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-2-fluoro-N-methyl-benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(3-fluoro-N-methyl-benzamide base) benzamide; N-(2; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(4-fluoro-N-methyl-benzamide base) benzamide; (3-(2 for N-; 6-two bromo-4-(perfluorinated butane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl)-2; 6-two fluoro-N-methyl-benzamides; 3-(3-cyano group-N-methyl-benzamide base)-N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; (3-(2 for N-; 6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-2-fluoro-N-methyl-benzamide; N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(3-fluoro-N-methyl-benzamide base) benzamide; 6-chloro-N-(3-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-2-fluorophenyl)-N-methylnicotinamide;
N-(2; 6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(4-fluoro-N-methyl-benzamide base) benzamide; (3-(2 for N-; 6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl)-2; 6-two fluoro-N-methyl-benzamides; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-3-(2; 6-difluorobenzamide base)-the 2-fluorobenzamide; (3-(2 for 6-chloro-N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl) niacinamide; 3-(3-cyano group benzoylamino)-N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; 3-(4-cyano group benzoylamino)-N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-the 2-fluorobenzamide; (3-(2 for 2-chloro-N-; 6-two iodo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-the N-methylnicotinamide; (3-(2 for N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-the 2-fluorophenyl)-2-fluoro-N-methyl-benzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(3-fluoro-N-methyl-benzamide base) benzamide; N-(2; 6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-(4-fluoro-N-methyl-benzamide base) benzamide; (3-(2 for N-; 6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-and the 2-fluorophenyl)-2,6-two fluoro-N-methyl-benzamides; 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-fluorobenzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide; 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro-N-methylnicotinamide; 3-benzoylamino-N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-N-(3-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group benzoylamino) benzamide;
N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-3-cyano group-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-cyano group-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-fluoro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-4-nitrobenzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-6-chloro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-6-cyano group-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-3-nitro benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-3-(N-methyl-benzamide base) benzamide; N-(3-((2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) (methyl) formamyl) phenyl)-2-chloro-N-methylnicotinamide; 2-bromo-N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 2-chloro-N-(3-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; N-(3-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-cyano group-N-methyl-benzamide; 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluorobenzamide; N-(5-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide; N-(3-((2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) (methyl) formamyl) phenyl)-2-chloro niacinamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluoro-3-(N-methyl-benzamide base) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group-N-methyl-benzamide base)-4-fluorobenzamide; N-(5-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro-N-methylnicotinamide; 3-benzoylamino-N-(4-(perfluoropropane-2-yl)-2,6-two (trifluoromethyl) phenyl) benzamide;
2-chloro-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) niacinamide phenyl); N-methyl-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) benzamide phenyl); 2-chloro-N-methyl-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) niacinamide phenyl); 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group benzoylamino)-N-methyl-benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino)-N-methyl-benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group-N-methyl-benzamide base)-N-methyl-benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group-N-methyl-benzamide base)-N-methyl-benzamide; 2-bromo-N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluorobenzamide; 2-bromo-N-(3-((2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) (methyl) formamyl) phenyl) niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide; 3-benzoylamino-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-cyano group-2-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-cyano group-2-fluorobenzamide; 3-cyano group-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) benzamide phenyl); 3-(4-cyano group benzoylamino)-N-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) benzamide; 3-cyano group-N-methyl-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) benzamide phenyl); 4-cyano group-N-methyl-N-(3-(4-(perfluoropropane-2-yl)-2,6-two (trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide;
N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro-N-methylnicotinamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group-N-methyl-benzamide base)-2-fluorobenzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group-N-methyl-benzamide base)-2-fluorobenzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro-4-cyano group-N-methyl-benzamide; 3-benzoylamino-N-methyl-N-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) benzamide; 2-chloro-N-(3-(methyl (4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) niacinamide phenyl formamyl)); 3-(3-cyano group benzoylamino)-N-methyl-N-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) benzamide; 2-bromo-N-(3-(methyl (4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) niacinamide phenyl formamyl)); 2-bromo-N-(3-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl amino formyl radical) niacinamide phenyl); 2-bromo-N-methyl-N-(3-(4-(perfluoropropane-2-yl)-2,6-two (trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 3-(4-cyano group benzoylamino)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-cyano group-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2-bromo-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 4-cyano group-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-iodo niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-6-fluoro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-4-cyano group-2-fluoro-N-methyl-benzamide;
N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-6-chloro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-3; 5-dicyano-N-methyl-benzamide; 3-benzoylamino-2-fluoro-N-(4-(perfluoropropane-2-yl)-2; 6-two (trifluoromethyl) phenyl) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-3,5-dicyano-N-methyl-benzamide; 3-benzoylamino-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 3-benzoylamino-N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide; 3-benzoylamino-N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluorobenzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide; N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group-N-methyl-benzamide base)-2-fluorobenzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group-N-methyl-benzamide base)-2-fluorobenzamide; 2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(N-methyl-benzamide base) benzamide; 3-(4-cyano group-N-methyl-benzamide base)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 3-benzoylamino-N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-benzoylamino-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(N-methyl-benzamide base) benzamide; 3-(4-cyano group-N-methyl-benzamide base)-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide;
3-(3-cyano group-N-methyl-benzamide base)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 2-fluoro-3-(3-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(4-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2; 6-two fluoro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 6-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 3-(3-cyano group benzoylamino)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-(4-cyano group benzoylamino)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(2-fluorobenzoyl amido)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(3-fluorobenzoyl amido)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2,6-two fluoro-N-methyl-benzamides; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(3-fluoro-N-methyl-benzamide base) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(4-fluoro-N-methyl-benzamide base) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-6-chloro niacinamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group benzoylamino)-2-fluorobenzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-N-methylnicotinamide; 2-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide;
2-fluoro-3-(4-fluorobenzoyl amido)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-(2; 6-difluorobenzamide base)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 6-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-6-chloro niacinamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-fluorobenzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-fluorobenzoyl amido) benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2; the 6-difluorobenzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(2; 6-difluorobenzamide base)-the 2-fluorobenzamide; 3-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-(4-fluorobenzoyl amido)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2,6-two fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 6-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 6-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 3-cyano group-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 2-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 3-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 4-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-fluoro-N-methyl-benzamide;
N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-3-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2; 6-two fluoro-N-methyl-benzamides; 2; 4-two chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-(2; 4-dichlorobenzene formamido-)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2; 6-two fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 3-(2-chloro-4-fluorobenzoyl amido)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 3-benzoylamino-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 6-chloro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 3-cyano group-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-(4-cyano group benzoylamino)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-fluoro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-(4-fluorobenzoyl amido)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2,6-two fluoro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 2-chloro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 3-cyano group-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 4-cyano group-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide;
3-fluoro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; 4-fluoro-N-(3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-N-methyl Isonicotinamide; 1-oxidation 3-((3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl) (methyl) formamyl) pyridine; 1-oxidation 4-((3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl) (methyl) formamyl) pyridine; 2-chloro-4-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro niacinamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group benzoylamino) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-fluorobenzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-fluorobenzoyl amido) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-6-chloro niacinamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino) benzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-fluorobenzoyl amido) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2, the 6-difluorobenzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-3-cyano group-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-3-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-6-chloro-N-methylnicotinamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-cyano group-N-methyl-benzamide;
N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-fluoro-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2; 6-two fluoro-N-methyl-benzamides; 6-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide; 3-(3-cyano group benzoylamino)-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-(4-cyano group benzoylamino)-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(2-fluorobenzoyl amido)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(3-fluorobenzoyl amido)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(4-fluorobenzoyl amido)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 3-(2; 6-difluorobenzamide base)-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; N-(3-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-2-fluorophenyl)-6-chloro niacinamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(3-cyano group benzoylamino)-2-fluorobenzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(2-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(3-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(4-fluorobenzoyl amido) benzamide; N-(2-bromo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(2,6-difluorobenzamide base)-2-fluorobenzamide; 2-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 6-chloro-N-(2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 3-(3-cyano group-N-methyl-benzamide base)-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-N-(2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide;
2-fluoro-3-(3-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-fluoro-3-(4-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-4,5-two fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2-chloro-4-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chloro-4-fluorobenzamide; 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 3-(2-chlorinated benzene formamido-)-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide; 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methyl-benzamide; N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-2-chlorinated benzene methane amide; 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-4-nitrobenzamide; N-(2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl)-N-methylnicotinamide; 1-oxidation 3-((2-fluoro-3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) (methyl) formamyl) pyridine; 4-bromo-2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2-bromo-4-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2-bromo-4-fluoro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) benzamide; 2-fluoro-3-(3-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-benzamide; N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-N-methyl-3-(N-methyl-benzamide base) benzamide; or N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide.
<12〉as above-mentioned<2〉described amide derivatives; in the above-mentioned general formula (7); among the X at least one is the chlorine atom; bromine atoms; the iodine atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; the C2-C6 alkenyl oxy; the C2-C6 halogenated alkenyl oxy; C2-C6 alkynyloxy base; C2-C6 halo alkynyloxy base; the C3-C9 cycloalkyloxy; C3-C9 halo cycloalkyloxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; the C3-C7 alkenyl carbonyl; C3-C7 halogenated alkenyl carbonyl; C3-C7 alkynyl carbonyl; C3-C7 halo alkynyl carbonyl; the C4-C10 naphthene base carbonyl; C4-C10 halogenated cycloalkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; aryl carbonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; C4-C10 cycloalkyl oxy carbonyl; C4-C10 halogenated cycloalkyl oxygen base carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C2-C7 alkoxy-carbonyl oxy; C2-C7 halo alkoxy carbonyl oxygen base; aryl-amino-carbonyl; amino; formamyl; cyano group; hydroxyl; Pentafluorosulfanyl; the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; phenyl; or heterocyclic radical; when having a plurality of X; each X is same to each other or different to each other, Y 1Expression halogen atom, C1-C6 halogenated alkoxy or C1-C3 haloalkyl, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.
<13〉as above-mentioned<12〉described amide derivatives, in the above-mentioned general formula (7), Y 3Be the C2-C4 perfluoroalkyl.
<14〉as above-mentioned<13〉described amide derivatives, in the above-mentioned general formula (7), Y 1Be halogen atom or C1-C3 haloalkyl, Y 5Be the C1-C3 haloalkyl.
<15〉as above-mentioned<14〉described amide derivatives, in the above-mentioned general formula (7), Y 2And Y 4Be hydrogen atom.
<16〉as above-mentioned<15〉described amide derivatives, in the above-mentioned general formula (7), 4 X are hydrogen atom, halogen atom or cyano group respectively independently.
<17〉as above-mentioned<1〉described amide derivatives, represent with following general formula (9).
Figure BPA00001310061500301
{ in the general formula (9), n is 4, X, Y 1~Y 5, Q 2, G 1~G 3, R 1, and R 2With X, the Y in the general formula (1) 1~Y 5, Q 2, G 1~G 3, R 1, and R 2The difference synonym.}
<18〉as above-mentioned<17〉described amide derivatives, in the above-mentioned general formula (9), Y 1Be halogen atom, C1-C6 halogenated alkoxy or C1-C3 haloalkyl, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.
<19〉as above-mentioned<18〉described amide derivatives, in the above-mentioned general formula (9), Y 3Be the C2-C4 perfluoroalkyl.
<20〉as above-mentioned<19〉described amide derivatives, in the above-mentioned general formula (9), Y 1And Y 5Be halogen atom or C1-C3 haloalkyl, Y 1And Y 5In the either party be the C1-C3 haloalkyl.
<21〉as above-mentioned<20〉described amide derivatives, in the above-mentioned general formula (9), Y 2And Y 4Be hydrogen atom.
<22〉as above-mentioned<21〉described amide derivatives, in the above-mentioned general formula (9), 4 X are hydrogen atom, halogen atom or cyano group respectively independently.
<23〉as above-mentioned<1〉described amide derivatives, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, and described cyclic linker group is from pyridine, N-pyridine oxide, pyrimidine, pyrazine, pyridazine, triazine, pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole.
<24〉as above-mentioned<23〉described amide derivatives, in the above-mentioned general formula (1), K necessary non-metallic atom group when forming the cyclic linker group from pyridine at 2 carbon atoms with A and A bonding, T is-C (=G 1)-Q 1The time, Y 1And Y 5Be halogen atom or C1-C3 haloalkyl independently respectively.
<25〉as above-mentioned<23〉described amide derivatives, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, and T is-C (=G 1)-Q 1The time, R 1The expression Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。
<26〉as above-mentioned<23〉described amide derivatives, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, and T is-C (=G 1)-Q 1The time, R 2The expression Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。
<27〉as above-mentioned<23 〉~<26 in each described amide derivatives, in the above-mentioned general formula (1), Y 3Be the C2-C4 perfluoroalkyl.
<28〉as above-mentioned<27〉described amide derivatives, in the above-mentioned general formula (1), Y 1And Y 5Be halogen atom or C1-C3 haloalkyl independently respectively, Y 1And Y 5In the either party be the C1-C3 haloalkyl.
<29〉as above-mentioned<28〉described amide derivatives, in the above-mentioned general formula (1), Y 2And Y 4Be hydrogen atom.
<30〉as above-mentioned<29〉described amide derivatives, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, and described cyclic linker group is from pyridine, N-pyridine oxide, pyrroles, thiazole, furans or thiophene.
<31〉as above-mentioned<29〉described amide derivatives, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, and described cyclic linker group is from pyridine, N-pyridine oxide or thiazole.
<32〉as above-mentioned<16〉described amide derivatives, in the above-mentioned general formula (7), G 1And G 3Be Sauerstoffatom.
<33〉as<22〉described amide derivatives, in the above-mentioned general formula (9), G 1, G 2And G 3Be Sauerstoffatom.
<34〉as<31〉described amide derivatives, in the above-mentioned general formula (1), G 1, G 2And G 3Be Sauerstoffatom.
<35〉a kind of noxious organism control agent contains above-mentioned<1 〉~<34 in each described amide derivatives at least a kind as effective constituent.
<36〉a kind of agricultural chemicals contains above-mentioned<1 〉~<34 in each described amide derivatives at least a kind as effective constituent.
<37〉a kind of sterilant contains above-mentioned<1 〉~<34 in each described amide derivatives at least a kind as effective constituent.
<38〉the method for control of a kind of harmful organism is suitable for above-mentioned<35 〉~<37 in each described medicine.
<39〉compound of following general formula (56) expression.
Figure BPA00001310061500331
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 2, Y 3, and Y 4Respectively the expression with above-mentioned<1 in Y 2, Y 3, and Y 4Identical implication.)
<40〉compound of following general formula (57) expression.
Figure BPA00001310061500341
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<41〉as above-mentioned<40〉described compound, in the above-mentioned general formula (57), Y 1Be halogen atom.
<42〉above-mentioned<41〉preparation method of compound of described following general formula (57a) expression, it is characterized in that, make above-mentioned<39〉compound and the halogenating agent of described general formula (56) expression react.
Figure BPA00001310061500342
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 2, Y 3, and Y 4With above-mentioned<1〉described Y 2, Y 3, and Y 4Represent identical implication respectively, Y 1The expression halogen atom.)
<43〉compound of following general formula (60a) expression.
Figure BPA00001310061500343
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is hydrogen atom, Y 5Be the C1-C3 haloalkyl.In addition, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is cyano group, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.)
<44〉above-mentioned<43〉preparation method of compound of described following general formula (60a) expression, it is characterized in that the compound that makes following general formula (59) expression reacts with the compound of following general formula (57b) expression.
Figure BPA00001310061500351
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, A, K, X, n, and G 3With above-mentioned<1〉in A, K, X, n, and G 3Represent identical implication respectively.)
Figure BPA00001310061500352
(in the formula, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500353
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is hydrogen atom, Y 5Be the C1-C3 haloalkyl.In addition, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is cyano group, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.)
<45〉compound of following general formula (61a) expression.
Figure BPA00001310061500361
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is hydrogen atom, Y 5Be the C1-C3 haloalkyl.In addition, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is cyano group, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.)
<46〉above-mentioned<45〉preparation method of compound of described following general formula (61a) expression, it is characterized in that, make above-mentioned<43〉compound of described general formula (60a) expression reacts in the presence of reductive agent.
Figure BPA00001310061500362
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is hydrogen atom, Y 5Be the C1-C3 haloalkyl.In addition, K with 2 carbon atoms of A and A bonding form phenyl ring, when X is cyano group, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.)
<47〉compound of following general formula (69) expression.
Figure BPA00001310061500371
(in the formula, T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<48〉above-mentioned<47〉preparation method of compound of described following general formula (69) expression, it is characterized in that the compound that makes following general formula (61b) expression reacts with the compound of following general formula (62) expression.
Figure BPA00001310061500372
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
T-LG general formula (62)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, T and above-mentioned<1〉in T represent identical implication.)
Figure BPA00001310061500381
(in the formula, T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<49〉compound of following general formula (51a) expression.
Figure BPA00001310061500382
(in the formula, T, R 1, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, R 1, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<50〉preparation method of the compound of following general formula (51b) expression is characterized in that, makes above-mentioned<47〉compound of described following general formula (69) expression and the compound reaction of following general formula (64) expression.
Figure BPA00001310061500383
(in the formula, T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 1-LG general formula (64)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 1The expression trimethyl silyl; t-butyldimethylsilyl; cyano group; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。)
Figure BPA00001310061500391
(in the formula, R 1With the R in the above-mentioned general formula (64) 1Represent identical implication, T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<51〉compound of following general formula (57c) expression.
Figure BPA00001310061500401
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, R 2The expression Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.), Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<52〉preparation method of the compound of following general formula (57m) expression is characterized in that, makes the compound of following general formula (57k) expression and the compound reaction of following general formula (66) expression.
Figure BPA00001310061500402
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
R 2-LG general formula (66)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 2The expression trimethyl silyl; t-butyldimethylsilyl; cyano group; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。)
Figure BPA00001310061500411
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, R 2With the R in the above-mentioned general formula (66) 2Represent identical implication, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<53〉preparation method of the compound of following general formula (57n) expression is characterized in that, makes above-mentioned<52〉compound and the aldehydes of described following general formula (57k) expression react.
Figure BPA00001310061500421
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
Figure BPA00001310061500422
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, R 2Expression can have substituent C1-C6 alkyl, can have substituent C1-C6 haloalkyl, benzyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<54〉compound of following general formula (60) expression.
Figure BPA00001310061500423
(in the formula, R 2With above-mentioned<51〉in R 2Represent identical implication, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<55〉following general formula<60e〉preparation method of compound of expression, it is characterized in that, make compound and above-mentioned<52 of following general formula (60f) expression〉compound of described following general formula (66) expression reacts.
Figure BPA00001310061500431
(in the formula, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 2-LG general formula (66)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 2The expression trimethyl silyl; t-butyldimethylsilyl; cyano group; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。)
Figure BPA00001310061500432
(in the formula, R 2With the R in the above-mentioned general formula (66) 2Represent identical implication, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<56〉above-mentioned<54〉preparation method of compound of described following general formula (60) expression, it is characterized in that, make compound and above-mentioned<44 of following general formula (57d) expression〉compound of described following general formula (59) expression reacts.
(in the formula, R 2With above-mentioned<51〉in R 2Represent identical implication, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500442
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, A, K, X, n, and G 3With above-mentioned<1〉in A, K, X, n, and G 3Represent identical implication respectively.)
Figure BPA00001310061500443
(in the formula, R 2With above-mentioned<51〉in R 2Represent identical implication, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<57〉compound of following general formula (61) expression.
Figure BPA00001310061500451
(in the formula, R 2With above-mentioned<51〉in R 2Represent identical implication, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<58〉above-mentioned<57〉preparation method of compound of described following general formula (61) expression, it is characterized in that, make above-mentioned<54〉compound of described general formula (60) expression reacts in the presence of reductive agent.
Figure BPA00001310061500452
(in the formula, R 2With above-mentioned<51〉in R 2Represent identical implication, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<59〉compound of following general formula (63) expression.
Figure BPA00001310061500453
(in the formula, T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<60〉above-mentioned<59〉preparation method of compound of described following general formula (63) expression, it is characterized in that, make compound and above-mentioned<48 of following general formula (61e) expression〉described following general formula (62) reacts.
Figure BPA00001310061500461
(in the formula, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
T-LG general formula (62)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, T and above-mentioned<1〉in T represent identical implication.)
(in the formula, T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<61〉preparation method of the compound of following general formula (1b) expression is characterized in that, makes above-mentioned<59〉compound and above-mentioned<50 of described following general formula (63) expression〉described following general formula (64) reacts.
Figure BPA00001310061500471
(in the formula, T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in T, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 1-LG general formula (64)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 1The expression trimethyl silyl; t-butyldimethylsilyl; cyano group; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。)
Figure BPA00001310061500481
(in the formula, R 1With the R in the general formula (64) 1Represent identical implication, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<62〉compound of following general formula (65a) expression.
Figure BPA00001310061500482
(in the formula, R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, X is hydrogen atom, R 2During for hydrogen atom, Y 5Be the C1-C3 haloalkyl.In addition, K with 2 carbon atoms of A and A bonding form phenyl ring, X is cyano group, R 1And R 2During for hydrogen atom, Y 5Be C1-C6 halogenated alkoxy or C1-C3 haloalkyl.)
<63〉preparation method of the compound of following general formula (65c) expression is characterized in that, makes above-mentioned<60〉compound and the aldehydes of described following general formula (61e) expression react.
Figure BPA00001310061500491
(in the formula, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500492
(in the formula, R 1Expression can have substituent C1-C6 alkyl, can have substituent C1-C6 haloalkyl or benzyl, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, K with 2 carbon atoms of A and A bonding form phenyl ring, X is hydrogen atom, R 2During for hydrogen atom, Y 5Be the C1-C3 haloalkyl.)
<64〉above-mentioned<1〉preparation method of compound of described following general formula (1) expression, it is characterized in that, make compound and above-mentioned<48 of following general formula (65b) expression〉described following general formula (62) reacts.
Figure BPA00001310061500501
(in the formula, R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
T-LG general formula (62)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, T and above-mentioned<1〉in T represent identical implication.)
<65〉compound of following general formula (68) expression.
Figure BPA00001310061500503
(in the formula, Xa represents chlorine atom, bromine atoms or iodine atom, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<23〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<66〉above-mentioned<65〉preparation method of compound of described following general formula (68) expression, it is characterized in that, the compound of following general formula (57j) expression and following general formula (67) are reacted.
Figure BPA00001310061500511
(in the formula, R 2, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<1〉in R 2, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500512
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, and Xa represents chlorine atom, bromine atoms or iodine atom, A, K, X, n, and G 3With above-mentioned<23〉in A, K, X, n, and G 3Represent identical implication respectively.)
Figure BPA00001310061500513
(in the formula, Xa represents chlorine atom, bromine atoms or iodine atom, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<23〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<67〉preparation method of the compound of following general formula (65d) expression is characterized in that, makes above-mentioned<65〉compound and the amination agent of described following general formula (68) expression react.
Figure BPA00001310061500521
(in the formula, Xa represents chlorine atom, bromine atoms or iodine atom, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<23〉in R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500522
(in the formula, R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<23〉in R 1, R 2, A, K, X, n, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<68〉compound of following general formula (70) expression.
Figure BPA00001310061500523
(in the formula, Xb represents chlorine atom, bromine atoms, iodine atom, R 2, G 3, Y 1, Y 2, Y 3, Y 4, Y 5With above-mentioned<1〉the identical implication of expression.)
<69〉compound of following general formula (72) expression.
Figure BPA00001310061500531
(in the formula, R 2, G 3, Y 1, Y 2, Y 3, Y 4, Y 5With above-mentioned<1〉in R 2, G 3, Y 1, Y 2, Y 3, Y 4, Y 5Represent identical implication respectively.)
<70〉above-mentioned<69〉preparation method of compound of described following general formula (72) expression, it is characterized in that, make above-mentioned<68〉compound and the fluorizating agent of described general formula (70) expression react.
Figure BPA00001310061500532
(in the formula, R 2, G 3, Y 1, Y 2, Y 3, Y 4, Y 5With above-mentioned<1〉in R 2, G 3, Y 1, Y 2, Y 3, Y 4, Y 5Represent identical implication respectively.)
<71〉compound of following general formula (73) expression.
Figure BPA00001310061500533
(in the formula, Xc represents halogen atom, R 2, G 3, Y 1, Y 2, Y 3, Y 4And Y 5With above-mentioned<1〉in R 2, G 3, Y 1, Y 2, Y 3, Y 4And Y 5Represent identical implication respectively.)
<72〉compound of following general formula (75) expression.
Figure BPA00001310061500541
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, R 2, G 3, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in R 2, G 3, Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<73〉above-mentioned<72〉preparation method of compound of described following general formula (75) expression, it is characterized in that, make above-mentioned<71〉Y in the described general formula (73) 5Compound and cyano group agent reaction for C1-C6 halogenated alkoxy or C1-C3 haloalkyl.
(in the formula, Y 5Expression C1-C6 halogenated alkoxy or C1-C3 haloalkyl, R 2, G 3, Y 1, Y 2, Y 3, and Y 4With above-mentioned<1〉in R 2, G 3, Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<74〉compound of following general formula (56a) expression.
Figure BPA00001310061500543
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 2, Y 3, and Y 4Represent identical implication respectively.)
<75〉compound of following general formula (57e) expression.
Figure BPA00001310061500551
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<76〉above-mentioned<75〉the middle Y of described general formula (57e) 1Compound for halogen atom.
<77〉above-mentioned<76〉preparation method of compound of described following general formula (57f) expression, it is characterized in that, make above-mentioned<74〉compound and the halogenating agent of described general formula (56a) expression react.
Figure BPA00001310061500552
(in the formula, Y 5Expression C1-C3 haloalkyl, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 2, Y 3, and Y 4Represent identical implication respectively, Y 1The expression halogen atom.)
<78〉compound of following general formula (60b) expression.
Figure BPA00001310061500553
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, and X 4When being hydrogen atom, Y 5Be the C1-C3 haloalkyl, in addition, X 2Be cyano group, X 1, X 3, and X 4During for hydrogen atom, Y 5Be C1-C3 halogenated alkoxy or C1-C3 haloalkyl.)
<79〉above-mentioned<78〉preparation method of compound of described following general formula (60b) expression, it is characterized in that the compound that makes following general formula (59a) expression reacts with the compound of following general formula (57g) expression.
Figure BPA00001310061500561
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, X 1, X 2, X 3, and X 4With above-mentioned<3〉in X 1, X 2, X 3, and X 4Represent identical implication respectively.)
Figure BPA00001310061500562
(in the formula, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, and X 4When being hydrogen atom, Y 5Be the C1-C3 haloalkyl, in addition, X 2Be cyano group, X 1, X 3, and X 4During for hydrogen atom, Y 5Be C1-C3 halogenated alkoxy or C1-C3 haloalkyl.)
<80〉compound of following general formula (61f) expression.
Figure BPA00001310061500571
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, and X 4When being hydrogen atom, Y 5Be the C1-C3 haloalkyl, in addition, X 2Be cyano group, X 1, X 3, and X 4During for hydrogen atom, Y 5Be C1-C3 halogenated alkoxy or C1-C3 haloalkyl.)
<81〉above-mentioned<80〉preparation method of compound of described following general formula (61f) expression, it is characterized in that, make above-mentioned<78〉compound of described general formula (60b) expression reacts in the presence of reductive agent.
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, and X 4When being hydrogen atom, Y 5Be the C1-C3 haloalkyl, in addition, X 2Be cyano group, X 1, X 3, and X 4During for hydrogen atom, Y 5Be C1-C3 halogenated alkoxy or C1-C3 haloalkyl.)
<82〉compound of following general formula (69a) expression.
Figure BPA00001310061500581
(in the formula, Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<83〉above-mentioned<82〉preparation method of compound of described following general formula (69a) expression, it is characterized in that, the compound of following general formula (61c) expression and following general formula (62a) are reacted.
Figure BPA00001310061500582
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500583
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, Q 1With above-mentioned<3〉in Q 1Represent identical implication.)
Figure BPA00001310061500591
(in the formula, Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<84〉compound of following general formula (53a) expression.
Figure BPA00001310061500592
(in the formula, Q 1, R 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, R 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<85〉preparation method of the compound of following general formula (53b) expression is characterized in that, makes above-mentioned<82〉compound and the following general formula (64a) of described following general formula (69a) expression react.
Figure BPA00001310061500601
(in the formula, Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 1-LG general formula (64a)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 1Expression C1-C3 alkyl.)
Figure BPA00001310061500602
(in the formula, R 1With the R in the general formula (64a) 1Represent identical implication, Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<86〉compound of following general formula (57h) expression.
Figure BPA00001310061500603
(in the formula, Y 5Expression C1-C3 halogenated alkoxy or C1-C3 haloalkyl, R 2Expression C1-C3 alkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<87〉above-mentioned<86〉preparation method of compound of described following general formula (57h) expression, it is characterized in that, the compound of following general formula (571) expression and following general formula (66a) are reacted.
Figure BPA00001310061500611
(in the formula, Y 5Expression C1-C3 halogenated alkoxy or C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
R 2-LG general formula (66a)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 2Expression C1-C3 alkyl.)
Figure BPA00001310061500612
(in the formula, Y 5Expression C1-C3 halogenated alkoxy or C1-C3 haloalkyl, R 2Expression C1-C3 alkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<88〉above-mentioned<86〉preparation method of compound of described following general formula (57h) expression, it is characterized in that, make above-mentioned<87〉compound and the aldehydes of described following general formula (571) expression react.
Figure BPA00001310061500613
(in the formula, Y 5Expression C1-C3 halogenated alkoxy or C1-C3 haloalkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
(in the formula, Y 5Expression C1-C3 halogenated alkoxy or C1-C3 haloalkyl, R 2Expression C1-C3 alkyl, Y 1, Y 2, Y 3, and Y 4With above-mentioned<3〉in Y 1, Y 2, Y 3, and Y 4Represent identical implication respectively.)
<89〉compound of following general formula (60c) expression.
Figure BPA00001310061500622
(in the formula, R 2Expression C1-C3 alkyl, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<90〉above-mentioned<89〉preparation method of compound of described following general formula (60c) expression, it is characterized in that, make compound and above-mentioned<87 of following general formula (60d) expression〉described following general formula (66a) reacts.
Figure BPA00001310061500623
(in the formula, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 2-LG general formula (66a)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 2Expression C1-C3 alkyl.)
Figure BPA00001310061500631
(in the formula, R 2Expression C1-C3 alkyl, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<91〉above-mentioned<89〉preparation method of compound of described following general formula (60c) expression, it is characterized in that, make compound and above-mentioned<79 of following general formula (57i) expression〉compound of described following general formula (59a) expression reacts.
Figure BPA00001310061500632
(in the formula, R 2Expression C1-C3 alkyl, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500633
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, X 1, X 2, X 3, and X 4With above-mentioned<3〉in X 1, X 2, X 3, and X 4Represent identical implication respectively.)
Figure BPA00001310061500641
(in the formula, R 2Expression C1-C3 alkyl, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<92〉compound of following general formula (61g) expression.
Figure BPA00001310061500642
(in the formula, R 2Expression C1-C3 alkyl, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<93〉above-mentioned<92〉preparation method of compound of described following general formula (61g) expression, it is characterized in that, make above-mentioned<89〉compound of described general formula (60c) expression reacts in the presence of reductive agent.
Figure BPA00001310061500643
(in the formula, R 2Expression C1-C3 alkyl, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<94〉compound of following general formula (63c) expression.
Figure BPA00001310061500651
(in the formula, Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<95〉above-mentioned<94〉preparation method of compound of described following general formula (63c) expression, it is characterized in that, make compound and above-mentioned<83 of following general formula (61d) expression〉described following general formula (62a) reacts.
Figure BPA00001310061500652
(in the formula, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, Q 1With above-mentioned<3〉in Q 1Represent identical implication.)
Figure BPA00001310061500661
(in the formula, Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<96〉preparation method of the compound of following general formula (3a) expression is characterized in that, makes above-mentioned<94〉compound and above-mentioned<85 of described following general formula (63c) expression〉described following general formula (64a) reacts.
Figure BPA00001310061500662
(in the formula, Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
R 1-LG general formula (64a)
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, R 1Expression C1-C3 alkyl.)
Figure BPA00001310061500671
(in the formula, R 1With the R in the general formula (64a) 1Represent identical implication, Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in Q 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<97〉compound of following general formula (65e) expression.
Figure BPA00001310061500672
(in the formula, R 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, X 4Be hydrogen atom, R 2During for hydrogen atom, Y 5Be the C1-C3 haloalkyl, in addition, X 2Be cyano group, X 1, X 3, and X 4Be hydrogen atom, R 1And R 2During for hydrogen atom, Y 5Be C1-C3 halogenated alkoxy or C1-C3 haloalkyl.)
<98〉preparation method of the compound of following general formula (65f) expression is characterized in that, makes the compound and the aldehydes reaction of following general formula (61d) expression.
Figure BPA00001310061500681
(in the formula, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500682
(in the formula, R 1Expression C1-C3 alkyl, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.Wherein, X 1, X 2, X 3, X 4Be hydrogen atom, R 2During for hydrogen atom, Y 5Be the C1-C3 haloalkyl.)
<99〉above-mentioned<3〉preparation method of compound of described following general formula (3) expression, it is characterized in that, make compound and above-mentioned<83 of following general formula (65g) expression〉described following general formula (62a) reacts.
Figure BPA00001310061500683
(in the formula, R 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 1, R 2, X 1, X 2, X 3, X 4, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
Figure BPA00001310061500691
(in the formula, LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, Q 1With above-mentioned<3〉in Q 1Represent identical implication.)
Figure BPA00001310061500692
<100〉compound of following general formula (70a) expression.
Figure BPA00001310061500693
(in the formula, Xb represents chlorine atom, bromine atoms, iodine atom, R 2, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<101〉compound of following general formula (72a) expression.
Figure BPA00001310061500694
(in the formula, R 2, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
<102〉above-mentioned<101〉preparation method of compound of described following general formula (72a) expression, it is characterized in that, make above-mentioned<100〉compound and the fluorizating agent of described general formula (70a) expression react.
Figure BPA00001310061500701
(in the formula, R 2, Y 1, Y 2, Y 3, Y 4, and Y 5With above-mentioned<3〉in R 2, Y 1, Y 2, Y 3, Y 4, and Y 5Represent identical implication respectively.)
According to the present invention, can be provided at and operable in the agricultural gardening field of wider range insect is shown the acid amides biology of insecticidal effect and contains this amide derivatives as the noxious organism control agent of effective constituent and the method for control of harmful organism.
Embodiment
Amide compound of the present invention is shown in following general formula (1).
Figure BPA00001310061500702
In the general formula (1), A represents carbon atom, Sauerstoffatom, nitrogen-atoms, oxidized nitrogen-atoms or sulphur atom.Necessary non-metallic atom group when K is illustrated in 2 carbon atoms with A and A bonding and forms cyclic linker group, described cyclic linker group is from benzene, pyridine, N-pyridine oxide, pyrimidine, pyrazine, pyridazine, triazine, pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole.
X represents hydrogen atom; halogen atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; aryl carbonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C2-C7 alkoxy-carbonyl oxy; C2-C7 halo alkoxy carbonyl oxygen base; aryl-amino-carbonyl; amino; formamyl; cyano group; hydroxyl; Pentafluorosulfanyl; the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; phenyl; or heterocyclic radical; when having a plurality of X, each X can be same to each other or different to each other.
N represents 0~4 integer.T represents-C (=G 1)-Q 1, or-C (=G 1)-G 2Q 2G 1And G 2Represent Sauerstoffatom or sulphur atom, Q respectively independently 1And Q 2Represent hydrogen atom, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C2-C6 halogenated alkenyl, C2-C6 alkynyl, C2-C6 halo alkynyl, C3-C9 cycloalkyl, C3-C9 halogenated cycloalkyl, benzyl, can have substituent phenyl, naphthyl, maybe can have substituent heterocyclic radical.
Y 1And Y 5Represent halogen atom, C1-C6 halogenated alkoxy or C1-C3 haloalkyl respectively independently, Y 2And Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl respectively independently, Y 3Expression C2-C5 haloalkyl.
Need to prove Q 1And Q 2In; the substituting group that can have substituent phenyl and can have a substituent heterocyclic radical represents to be selected from the substituting group more than 1 in the following radicals; described group is: halogen atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; amino; formamyl; cyano group; nitro; hydroxyl; Pentafluorosulfanyl; can have substituent phenyl; and can have substituent heterocyclic radical; when having 2 above substituting groups, each substituting group can be the same or different.
And then, X, Q 1, and Q 2In heterocyclic radical represent pyridyl, N-pyridine oxide base, pyrimidyl, pyrazinyl, pyridazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, thiadiazolyl group, pyrryl, imidazolyl, triazolyl, pyrazolyl or tetrazyl.
G 3Expression Sauerstoffatom or sulphur atom.
R 1And R 2Represent hydrogen atom respectively independently; Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7(in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy.)。
But the amide derivatives that does not comprise above-mentioned general formula (1) expression is any one the situation in following (A)~(I).
(A) in the above-mentioned general formula (1), K necessary non-metallic atom group when forming the cyclic linker group from pyridine at 2 carbon atoms, Y with A and A bonding 1Be halogen atom, Y 5Be the C1-C6 halogenated alkoxy, T is-C (=G 1)-Q 1
(B) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, Y 1And Y 5Be halogen atom independently respectively, T is-C (=G 1)-G 2Q 2
(C) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, and T is-C (=G 1)-Q 1, Y 1Be halogen atom, Y 5Be halogen atom or halogenated alkoxy.
(D) amide compound of following general formula (2) expression.
Figure BPA00001310061500741
In the general formula (2), Y 2~Y 4, Q 1, G 1, G 3, R 1, and R 2With the Y in the general formula (1) 2~Y 4, Q 1, G 1, G 3, R 1, and R 2Implication respectively identical, Y 1Be halogen atom, Y 5Be the C1-C2 halogenated alkoxy.
(E) in the above-mentioned general formula (2), Y 1And Y 5Be halogen atom, X is hydrogen atom, Y 3Be the C2-C3 haloalkyl.
(F) be the amide compound of following general formula (3) expression.
Figure BPA00001310061500742
In the general formula (3), Y 1And Y 5Be halogen atom independently respectively, X 1And X 3Be hydrogen atom or fluorine atom independently respectively, Q 1With the Q in the general formula (1) 1Implication identical, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 perfluoroalkyl.
(G) amide compound of following general formula (4) expression.
Figure BPA00001310061500751
In the general formula (4), X 1Be fluorine atom, X 2, X 3, and X 4Be hydrogen atom, Y 1And Y 5Differ from one another, be bromine atoms or trifluoromethoxy, Y 2And Y 4Be hydrogen atom, Y 3Be seven fluorine sec.-propyls, Q 1Be phenyl or 2-chloropyridine-3-base, R 1And R 2Differ from one another, be hydrogen atom or methyl.
Perhaps, X 1Be fluorine atom, X 2, X 3, and X 4Be hydrogen atom, Y 1And Y 5Be bromine atoms, Y 2And Y 4Be hydrogen atom, Y 3Be pentafluoroethyl group, Q 1Be 2-fluorophenyl, R 1And R 2Be hydrogen atom or methyl independently respectively.
(H) amide compound of following general formula (5) expression.
Figure BPA00001310061500752
In the general formula (5), Y 1And Y 5Be halogen atom independently respectively, X 1Be hydrogen atom or fluorine atom, Q 2Be 2,2,2-three chloroethyls and 3,3,3-three fluoro-n-propyl group, Y 3Be the C2-C4 haloalkyl.
(I) amide compound of following general formula (6) expression.
Figure BPA00001310061500761
In the general formula (6), Y 1And Y 5Be halogen atom independently respectively, Q 2With the Q in the general formula (1) 2Implication is identical, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 haloalkyl.
Considering that from the active viewpoint of Pesticidal the amide derivatives among the present invention is preferably the compound of following general formula (7) expression, more preferably is the compound of following general formula (8) expression.
In the general formula (7), X, n are 4, Y 1~Y 5, Q 1, G 1, G 3, R 1, and R 2With X, the Y in the general formula (1) 1~Y 5, Q 1, G 1, G 3, R 1, and R 2Implication respectively identical.
In the general formula (8), Q 1Expression can have substituent phenyl maybe can have substituent pyridyl.X 1, X 2, X 3, and X 4Represent hydrogen atom or fluorine atom respectively independently.R 1And R 2Represent hydrogen atom or C1-C3 alkyl respectively independently.
Y 1And Y 5Represent halogen atom, C1-C3 halogenated alkoxy or C1-C3 haloalkyl respectively independently, Y 2And Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl, Y respectively independently 3Expression C3-C4 haloalkyl.
Wherein, Y 1And Y 5When being halogen atom simultaneously, X 1And X 2In at least one side be fluorine atom.In addition, Y 1Or Y 5During for the C1-C3 halogenated alkoxy, X 2Be fluorine atom.
The definition of the term that uses in the general formula of the present invention general formulas such as (1) has following illustrated implication respectively.
" halogen atom " expression fluorine atom, chlorine atom, bromine atoms or iodine atom.
The implication of the mark of " Ca-Cb (a, b represent the integer more than 1) " is: for example, " C1-C3 " expression carbonatoms is 1~3, and " C2-C6 " expression carbonatoms is 2~6, and " C1-C4 " expression carbonatoms is 1~4.
" n-" just representing, " i-" expression is different, and " s-" represents secondary, and " t-" represents uncle.
The alkyl that a straight chain shape such as " C1-C3 alkyl " among the present invention expression methyl, ethyl, n-propyl group, i-propyl group or a catenate carbonatoms are 1~3.
" C1-C3 haloalkyl " represents for example trifluoromethyl, pentafluoroethyl group, seven fluoro-n-propyl group, seven fluoro-i-propyl group, 2,2-two fluoro ethyls, 2, the 2-Dichloroethyl, 2,2, the 2-trifluoroethyl, the 2-fluoro ethyl, the 2-chloroethyl, the 2-bromotrifluoromethane, 2-iodine ethyl, 2,2,2-three chloroethyls, 2,2, the 2-three bromomethyl, 1,3-two fluoro-2-propyl group, 1,3-two chloro-2-propyl group, 1-chloro-3-fluoro-2-propyl group, 1,1,1-three fluoro-2-propyl group, 2,3,3,3-three fluoro-n-propyl group, 1,1,1,3,3,3-hexafluoro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-chloro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-bromo-2-propyl group, 1,1,2,3,3,3-hexafluoro-2-chloro-n-propyl group, 1,1,2,3,3,3-hexafluoro-2-bromo-n-propyl group, 1,1,2,3,3,3-hexafluoro-1-bromo-2-propyl group, 2,2,3,3,3-five fluoro-n-propyl group, 3-fluoro-n-propyl group, 3-chloro-n-propyl group, the alkyl that a straight chain shape that 3-bromo-n-propyl group etc. are replaced by halogen atom that can be identical or different more than 1 or a catenate carbonatoms are 1~3.
" C1-C4 alkyl " represents the alkyl of 1~4 of straight chain shape such as for example methyl, ethyl, n-propyl group, i-propyl group, n-butyl, s-butyl, t-butyl or a catenate carbonatoms.
" C1-C3 halogenated alkoxy " represents for example trifluoromethoxy, five fluorine oxyethyl groups, seven fluoro-n-propyl group oxygen bases, seven fluoro-i-propyl group oxygen bases, 2, the 2-difluoroethoxy, 2,2-two chloroethoxies, 2,2, the 2-trifluoro ethoxy, 2-fluorine oxyethyl group, the 2-chloroethoxy, the 2-bromine oxethyl, 2-iodine oxyethyl group, 2,2,2-three chloroethoxies, 2,2,2-three bromine oxethyls, 1,3-two fluoro-2-propyl group oxygen bases, 1,3-two chloro-2-propyl group oxygen bases, 1-chloro-3-fluoro-2-propyl group oxygen base, 1,1,1-three fluoro-2-propyl group oxygen bases, 2,3,3,3-three fluoro-n-propyl group oxygen bases, 1,1,1,3,3,3-hexafluoro-2-propyl group oxygen base, 1,1,1,3,3,3-hexafluoro-2-chloro-2-propyl group oxygen base, 1,1,1,3,3,3-hexafluoro-2-bromo-2-propyl group oxygen base, 1,1,2,3,3,3-hexafluoro-2-chloro-n-propyl group oxygen base, 1,1,2,3,3,3-hexafluoro-2-bromo-n-propyl group oxygen base, 1,1,2,3,3,3-hexafluoro-1-bromo-2-propyl group oxygen base, 2,2,3,3,3-five fluoro-n-propyl group oxygen bases, 3-fluoro-n-propyl group oxygen base, 3-chloro-n-propyl group oxygen base, the alkoxyl group that a straight chain shape that 3-bromo-n-propyl group oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 or a catenate carbonatoms are 1~3.
" C3-C4 perfluoroalkyl " expression perfluor-n-propyl group, perfluor-i-propyl group, perfluor-n-butyl, perfluor-i-butyl, perfluor-s-butyl, perfluor-t-butyl etc. are the alkyl of 3~4 of the straight chain shape that replaced by fluorine atom of hydrogen atoms or catenate carbonatomss all.
" C1 haloalkyl " expression trifluoromethyl, 1, the methyl that 1-two fluoro-1-brooethyls etc. are replaced by halogen atom that can be identical or different more than 1.
" C1-C6 alkyl " represents the alkyl of 1~6 of straight chain shape such as for example methyl, ethyl, n-propyl group, i-propyl group, n-butyl, s-butyl, t-butyl, n-amyl group, 2-amyl group, neo-pentyl, 4-methyl-2-amyl group, n-hexyl, 3-methyl-n-amyl group or a catenate carbonatoms.
" C1-C6 haloalkyl " represents for example trifluoromethyl, pentafluoroethyl group, seven fluoro-n-propyl group, seven fluoro-i-propyl group, 2,2-two fluoro ethyls, 2, the 2-Dichloroethyl, 2,2, the 2-trifluoroethyl, the 2-fluoro ethyl, the 2-chloroethyl, the 2-bromotrifluoromethane, 2-iodine ethyl, 2,2,2-three chloroethyls, 2,2, the 2-three bromomethyl, 1,3-two fluoro-2-propyl group, 1,3-two chloro-2-propyl group, 1-chloro-3-fluoro-2-propyl group, 1,1,1-three fluoro-2-propyl group, 2,3,3,3-three fluoro-n-propyl group, 4,4,4-three fluoro-n-butyl, 1,1,1,3,3,3-hexafluoro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-chloro-2-propyl group, 1,1,1,3,3,3-hexafluoro-2-bromo-2-propyl group, 1,1,2,3,3,3-hexafluoro-2-chloro-n-propyl group, 1,1,2,3,3,3-hexafluoro-2-bromo-n-propyl group, 1,1,2,3,3,3-hexafluoro-1-bromo-2-propyl group, 2,2,3,3,3-five fluoro-n-propyl group, 3-fluoro-n-propyl group, 3-chloro-n-propyl group, 3-bromo-n-propyl group, 3,3,4,4,4-five fluoro-2-butyl, nine fluoro-n-butyl, nine fluoro-2-butyl, 5,5,5-three fluoro-n-amyl groups, 4,4,5,5,5-five fluoro-2-amyl groups, 3-chloro-n-amyl group, the alkyl that a straight chain shape that 4-bromo-2-amyl group etc. are replaced by halogen atom that can be identical or different more than 1 or a catenate carbonatoms are 1~6.
" C3-C9 cycloalkyl " represents that for example cyclopropyl, cyclobutyl, cyclopentyl, 2-methylcyclopentyl, 3-methylcyclopentyl, cyclohexyl, 2-methylcyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl etc. have the cycloalkyl of 3~9 of the carbonatomss of ring texture.
The cycloalkyl that the carbonatoms with ring texture that " C3-C9 halogenated cycloalkyl " expression for example 2,2,3,3-ptfe ring butyl, 2-chlorine cyclohexyl, 4-chlorine cyclohexyl etc. are replaced by halogen atom that can be identical or different more than 1 is 3~9.
" C2-C6 alkenyl " represents to have in the carbochains such as vinyl, allyl group, crotyl, 3-butenyl for example the alkenyl of 2~6 of the carbonatomss of two keys.
" C2-C6 halogenated alkenyl " expression for example 3,3-two fluoro-2-propenyl, 3,3-two chloro-2-propenyl, 3,3-two bromo-2-propenyl, 2,3-two bromo-2-propenyl, 4, have the straight chain shape of two keys in the carbochain that 4-two fluoro-3-butenyls, 3,4,4-three bromo-3-butenyls etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl of 2~6 of catenate carbonatomss.
" C2-C6 alkynyl " represents to have in for example propargyl, ethyl acetylene-3-base, the ethyl acetylene-3-methyl-carbochains such as 3-base the alkynyl of 2~6 of triple-linked carbonatomss.
" C2-C6 halo alkynyl " represents for example fluorine ethynyl, chloroethene alkynyl, bromoacetylene base, 3,3,3-three fluoro-1-proyls, 3,3,3-three chloro-1-proyls, 3,3,3-three bromo-1-proyls, 4,4,4-three fluoro-ethyl acetylene bases, 4,4,4-three chloro-ethyl acetylene bases, 4,4, have the alkynyl of 2~6 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene bases etc. are replaced by halogen atom that can be identical or different more than 1.
" C1-C6 alkoxyl group " represents the alkoxyl group of 1~6 of straight chain shape such as methoxyl group for example, oxyethyl group, n-propyl group oxygen base, i-propyl group oxygen base, ring propoxy-, n-butoxy, s-butoxy, i-butoxy, t-butoxy, n-amyl group oxygen base, i-amyl group oxygen base, n-hexyl oxygen base, cyclohexyl oxygen base or a chain or cyclic carbonatoms.
" C1-C6 halogenated alkoxy " represents for example trifluoromethoxy, five fluorine oxyethyl groups, the 2-chloroethoxy, 2,2, the 2-trifluoro ethoxy, seven fluoro-n-propoxy-, seven fluoro-i-propoxy-, 1,1,1,3,3,3-hexafluoro-2-propoxy-, 3-fluoro-n-propoxy-, 1-chlorine ring propoxy-, 2-bromine ring propoxy-, 3,3,4,4,4-five fluoro-2-butoxy, nine fluoro-n-butoxy, nine fluoro-2-butoxy, 5,5,5-three fluoro-n-amyl group oxygen bases, 4,4,5,5,5-five fluoro-2-amyl group oxygen bases, 3-chloro-n-amyl group oxygen base, 4-bromo-2-amyl group oxygen base, 4-chlorobutyl oxygen base, the alkoxyl group that a straight chain shape that 2-iodo-n-propyl group oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C1-C6 alkyl sulfenyl " represents the alkyl sulfenyl of 1~6 of straight chain shape such as methylthio group for example, ethylmercapto group, n-rosickyite base, i-rosickyite base, ring rosickyite base, n-butylthio, s-butylthio, i-butylthio, t-butylthio, n-penta sulfenyl, i-penta sulfenyl, the own sulfenyl of n-, hexamethylene sulfenyl or a chain or cyclic carbonatoms.
" C1-C6 haloalkyl sulfenyl " represents for example trifluoromethylthio, five fluorine ethylmercapto groups, 2-chloroethene sulfenyl, 2,2,2-trifluoro ethylmercapto group, seven fluoro-n-rosickyite bases, seven fluoro-i-rosickyite bases, 1,1,1,3,3,3-hexafluoro-2-rosickyite base, 3-fluoro-n-rosickyite base, 1-chlorine ring rosickyite base, 2-bromine ring rosickyite base, 3,3,4,4,4-five fluoro-2-butylthios, nine fluoro-n-butylthios, nine fluoro-2-butylthios, 5,5,5-three fluoro-n-penta sulfenyl, 4,4,5,5,5-five fluoro-2-penta sulfenyl, 3-chloro-n-penta sulfenyl, 4-bromo-2-penta sulfenyl, 4-neoprene sulfenyl, the alkyl sulfenyl that a straight chain shape that 2-iodo-n-rosickyite base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C1-C6 alkyl sulphinyl " represents the alkyl sulphinyl of 1~6 of straight chain shape such as for example methylsulfinyl, ethyl sulfinyl, n-propyl group sulfinyl, i-propyl group sulfinyl, cyclopropyl sulfinyl, n-butyl sulfinyl, s-butyl sulfinyl, i-butyl sulfinyl, t-butyl sulfinyl, n-amyl group sulfinyl, i-amyl group sulfinyl, n-hexyl sulfinyl, cyclohexyl sulfinyl or a chain or cyclic carbonatoms.
" C1-C6 haloalkyl sulfinyl " represents for example trifluoromethyl sulphinyl base; the pentafluoroethyl group sulfinyl; 2-chloroethyl sulfinyl; 2; 2; 2-trifluoroethyl sulfinyl; seven fluoro-n-propyl group sulfinyls; seven fluoro-i-propyl group sulfinyls; 1; 1; 1; 3; 3; 3-hexafluoro-2-propyl group sulfinyl; 3-fluoro-n-propyl group sulfinyl; 1-chlorine cyclopropyl sulfinyl; 2-bromine cyclopropyl sulfinyl; 3; 3; 4,4,4-five fluoro-2-butyl sulfinyls; nine fluoro-n-butyl sulfinyls; nine fluoro-2-butyl sulfinyls; 5; 5; 5-three fluoro-n-amyl group sulfinyls; 4,4,5; 5,5-five fluoro-2-amyl group sulfinyls; 3-chloro-n-amyl group sulfinyl; 4-bromo-2-amyl group sulfinyl; 4-chlorobutyl sulfinyl; the alkyl sulphinyl that a straight chain shape that 2-iodo-n-propyl group sulfinyl etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C1-C6 alkyl sulphonyl " represents the alkyl sulphonyl of 1~6 of straight chain shape such as for example methyl sulphonyl, ethylsulfonyl, n-sulfonyl propyl base, i-sulfonyl propyl base, cyclopropyl alkylsulfonyl, n-butyl alkylsulfonyl, s-butyl alkylsulfonyl, i-butyl alkylsulfonyl, t-butyl alkylsulfonyl, n-amyl group alkylsulfonyl, i-amyl group alkylsulfonyl, n-hexyl alkylsulfonyl, cyclohexyl alkylsulfonyl or a chain or cyclic carbonatoms.
" C1-C6 halogenated alkyl sulfonyl " represents for example trifluoromethyl sulfonyl; the pentafluoroethyl group alkylsulfonyl; 2-chloroethyl alkylsulfonyl; 2; 2; 2-trifluoroethyl alkylsulfonyl; seven fluoro-n-sulfonyl propyl bases; seven fluoro-i-sulfonyl propyl bases; 1; 1; 1; 3; 3; 3-hexafluoro-2-sulfonyl propyl base; 3-fluoro-n-sulfonyl propyl base; 1-chlorine cyclopropyl alkylsulfonyl; 2-bromine cyclopropyl alkylsulfonyl; 3; 3; 4,4,4-five fluoro-2-butyl alkylsulfonyls; nine fluoro-n-butyl alkylsulfonyls; nine fluoro-2-butyl alkylsulfonyls; 5; 5; 5-three fluoro-n-amyl group alkylsulfonyls; 4,4,5; 5,5-five fluoro-2-amyl group alkylsulfonyls; 3-chloro-n-amyl group alkylsulfonyl; 4-bromo-2-amyl group alkylsulfonyl; 4-chlorobutyl alkylsulfonyl; the alkyl sulphonyl that a straight chain shape that 2-iodo-n-sulfonyl propyl base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C1-C6 alkyl sulphonyl oxygen base " represents the alkyl sulphonyl oxygen base of 1~6 of straight chain shape such as methylsulfonyl oxygen base for example, ethylsulfonyl oxygen base, the n-third alkylsulfonyl oxygen base, the i-third alkylsulfonyl oxygen base, the ring third alkylsulfonyl oxygen base, n-fourth alkylsulfonyl oxygen base, s-fourth alkylsulfonyl oxygen base, i-fourth alkylsulfonyl oxygen base, t-fourth alkylsulfonyl oxygen base, n-penta alkylsulfonyl oxygen base, i-penta alkylsulfonyl oxygen base, the own alkylsulfonyl oxygen of n-base, hexamethylene alkylsulfonyl oxygen base or a chain or cyclic carbonatoms.
" C1-C6 halogenated alkyl sulfonyl oxygen base " represents for example trifyl oxygen base; five fluorine, the third alkylsulfonyl oxygen base; the 2-chlorine third alkylsulfonyl oxygen base; 2; 2; 2-trifluoropropyl alkylsulfonyl oxygen base; seven fluoro-n-, the third alkylsulfonyl oxygen base; seven fluoro-i-, the third alkylsulfonyl oxygen base; 1; 1; 1; 3; 3; 3-hexafluoro-2-third alkylsulfonyl oxygen base; the 3-fluoro-n-third alkylsulfonyl oxygen base; the 1-chlorine ring third alkylsulfonyl oxygen base; the 2-bromine ring third alkylsulfonyl oxygen base; 3; 3; 4,4,4-five fluoro-2-fourth alkylsulfonyl oxygen bases; nine fluoro-n-fourth alkylsulfonyl oxygen bases; nine fluoro-2-fourth alkylsulfonyl oxygen bases; 5; 5; 5-three fluoro-n-penta alkylsulfonyl oxygen base; 4,4,5; 5,5-five fluoro-2-penta alkylsulfonyl oxygen base; 3-chloro-n-penta alkylsulfonyl oxygen base; 4-bromo-2-penta alkylsulfonyl oxygen base; 4-neoprene alkylsulfonyl oxygen base; the alkyl sulphonyl oxygen base that a straight chain shape that the 2-iodo-n-third alkylsulfonyl oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C2-C7 alkyl-carbonyl " represents the alkyl-carbonyl of 2~7 of straight chain shape such as for example ethanoyl, propionyl, i-propyl group carbonyl, cyclopropyl carbonyl, n-butyl carbonyl, s-butyl carbonyl, t-butyl carbonyl, n-amyl group carbonyl, 2-amyl group carbonyl, neo-pentyl carbonyl, cyclopentylcarbonyl or a chain or cyclic carbonatomss.
" C2-C7 halogenated alkyl carbonyl " represents for example trifluoroacetyl group; five fluorine propionyls; 2-chlorine propionyl; 2; 2; 2-trifluoropropyl acyl group; seven fluoro-n-propyl group carbonyls; seven fluoro-i-propyl group carbonyls; 1; 1; 1; 3,3,3-hexafluoro-2-propyl group carbonyl; 3-fluoro-n-propyl group carbonyl; 1-chlorine cyclopropyl carbonyl; 2-bromine cyclopropyl carbonyl; 3; 3; 4,4,4-five fluoro-2-butyl carbonyls; nine fluoro-n-butyl carbonyls; nine fluoro-2-butyl carbonyls; 5; 5; 5-three fluoro-n-amyl group carbonyls; 4,4,5; 5,5-five fluoro-2-amyl group carbonyls; 3-chloro-n-amyl group carbonyl; 4-bromo-2-amyl group carbonyl; 4-chlorobutyl carbonyl; the alkyl-carbonyl that a straight chain shape that 2-iodo-n-propyl group carbonyl etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C2-C7 alkyl-carbonyl oxygen base " represents the alkyl-carbonyl oxygen base of 2~7 of straight chain shape such as for example acetoxyl group, propionyloxy, i-propyl group ketonic oxygen base, cyclopropyl carbonyl oxygen base, n-butyl ketonic oxygen base, s-butyl ketonic oxygen base, t-butyl ketonic oxygen base, n-amyl group ketonic oxygen base, 2-amyl group ketonic oxygen base, neo-pentyl ketonic oxygen base, cyclopentylcarbonyl oxygen base or a chain or cyclic carbonatomss.
" C2-C7 halogenated alkyl carbonyl oxygen base " represents for example trifluoroacetyl oxygen base, five fluorine propionyloxies, 2-chlorine propionyloxy, 2,2,2-trifluoropropyl acyloxy, seven fluoro-n-propyl group ketonic oxygen bases, seven fluoro-i-propyl group ketonic oxygen bases, 1,1,1,3,3,3-hexafluoro-2-propyl group ketonic oxygen base, 3-fluoro-n-propyl group ketonic oxygen base, 1-chlorine cyclopropyl carbonyl oxygen base, 2-bromine cyclopropyl carbonyl oxygen base, 3,3,4,4,4-five fluoro-2-butyl ketonic oxygen bases, nine fluoro-n-butyl ketonic oxygen bases, nine fluoro-2-butyl ketonic oxygen bases, 5,5,5-three fluoro-n-amyl group ketonic oxygen bases, 4,4,5,5,5-five fluoro-2-amyl group ketonic oxygen bases, 3-chloro-n-amyl group ketonic oxygen base, 4-bromo-2-amyl group ketonic oxygen base, 4-chlorobutyl ketonic oxygen base, the alkyl-carbonyl oxygen base that a straight chain shape that 2-iodo-n-propyl group ketonic oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C2-C7 alkoxy carbonyl " represents the alkoxy carbonyl of 2~7 of straight chain shape such as for example methoxycarbonyl, ethoxy carbonyl, isopropoxy carbonyl, ring propoxycarbonyl, n-butoxy carbonyl, s-butoxy carbonyl, t-butoxy carbonyl, n-amyl group oxygen base carbonyl, 2-amyl group oxygen base carbonyl, neo-pentyl oxygen base carbonyl, cyclopentyloxy carbonyl or a chain or cyclic carbonatomss.
" C2-C7 halo alkoxy carbonyl " represents for example trifluoromethoxy carbonyl, five fluorine ethoxy carbonyls, 2-chloroethoxy carbonyl, 2,2,2-trifluoro ethoxy carbonyl, seven fluoro-n-propoxycarbonyl, seven fluoro-i-propoxycarbonyl, 1,1,1,3,3,3-hexafluoro-2-propoxycarbonyl, 3-fluoro-n-propoxycarbonyl, 1-chlorine ring propoxycarbonyl, 2-bromine ring propoxycarbonyl, 3,3,4,4,4-five fluoro-2-butoxy carbonyls, nine fluoro-n-butoxy carbonyls, nine fluoro-2-butoxy carbonyls, 5,5,5-three fluoro-n-amyl group oxygen base carbonyls, 4,4,5,5,5-five fluoro-2-amyl group oxygen base carbonyls, 3-chloro-n-amyl group oxygen base carbonyl, 4-bromo-2-amyl group oxygen base carbonyl, 4-chlorobutyl oxygen base carbonyl, the alkoxy carbonyl that a straight chain shape that 2-iodo-n-propyl group oxygen base carbonyl etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C2-C7 alkyl-carbonyl-amino " represents the alkyl-carbonyl-amino of 2~7 of straight chain shape such as for example acetylamino, propionyl amino, n-propyl group carbonylamino, i-propyl group carbonylamino, cyclopropyl carbonyl amino, n-butyl carbonylamino, s-butyl carbonylamino, i-butyl carbonylamino, t-butyl carbonylamino, n-amyl group carbonylamino, i-amyl group carbonylamino, n-hexyl carbonylamino, cyclohexyl-carbonyl amino or a chain or cyclic carbonatomss.
" C2-C7 halogenated alkyl carbonyl amino " represents for example trifluoroacetyl group amino; five fluorine propionyl amino; 2-chlorine propionyl amino; 2; 2; 2-trifluoropropyl acyl amino; seven fluoro-n-propyl group carbonylaminos; seven fluoro-i-propyl group carbonylaminos; 1; 1; 1; 3; 3; 3-hexafluoro-2-propyl group carbonylamino; 3-fluoro-n-propyl group carbonylamino; 1-chlorine cyclopropyl carbonyl amino; 2-bromine cyclopropyl carbonyl amino; 3; 3; 4,4,4-five fluoro-2-butyl carbonylaminos; nine fluoro-n-butyl carbonylaminos; nine fluoro-2-butyl carbonylaminos; 5; 5; 5-three fluoro-n-amyl group carbonylaminos; 4,4,5; 5,5-five fluoro-2-amyl group carbonylaminos; 3-chloro-n-amyl group carbonylamino; 4-bromo-2-amyl group carbonylamino; 4-chlorobutyl carbonylamino; the alkyl-carbonyl-amino that a straight chain shape that 2-iodo-n-propyl group carbonylamino etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C2-C7 alkoxycarbonyl amino " represents for example methoxycarbonyl amino, ethoxy carbonyl amino, n-propyl group oxygen base carbonylamino, i-propyl group oxygen base carbonylamino, ring propoxycarbonyl amino, n-butoxy carbonyl amino, s-butoxy carbonyl amino, i-butoxy carbonyl amino, t-butoxy carbonyl amino, n-amyl group oxygen base carbonylamino, i-amyl group oxygen base carbonylamino, n-hexyl oxygen base carbonylamino, the alkoxycarbonyl amino that a straight chain shape such as cyclohexyl oxygen base carbonylamino or a chain or cyclic carbonatoms are 2~7.
" C2-C7 halo alkoxy carbonyl amino " represents for example trifluoromethyl oxygen base carbonylamino, five fluorine ethoxy carbonyl amino, 2-chloroethoxy carbonylamino, 2,2, the 2-trifluoro-ethoxy carbonyl-amino, seven fluoro-n-propyl group oxygen base carbonylaminos, seven fluoro-i-propyl group oxygen base carbonylaminos, 1,1,1,3,3,3-hexafluoro-2-propyl group oxygen base carbonylamino, 3-fluoro-n-propyl group oxygen base carbonylamino, 1-chlorine cyclopropyl oxygen base carbonylamino, 2-bromine cyclopropyl oxygen base carbonylamino, 3,3,4,4,4-five fluoro-2-butyl oxygen base carbonylaminos, nine fluoro-n-butyl oxygen base carbonylaminos, nine fluoro-2-butyl oxygen base carbonylaminos, 5,5,5-three fluoro-n-amyl group oxygen base carbonylaminos, 4,4,5,5,5-five fluoro-2-amyl group oxygen base carbonylaminos, 3-chloro-n-amyl group oxygen base carbonylamino, 4-bromo-2-amyl group oxygen base carbonylamino, 4-chlorobutyl oxygen base carbonylamino, the alkoxycarbonyl amino that a straight chain shape that 2-iodo-n-propyl group oxygen base carbonylamino etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C2-C7 alkoxy-carbonyl oxy " represents for example methoxycarbonyl oxygen base, ethoxy carbonyl oxygen base, n-propyl group oxygen base ketonic oxygen base, i-propyl group oxygen base ketonic oxygen base, ring propoxycarbonyl oxygen base, n-butoxy carbonyl oxygen base, s-butoxy carbonyl oxygen base, i-butoxy carbonyl oxygen base, t-butoxy carbonyl oxygen base, n-amyl group oxygen base ketonic oxygen base, i-amyl group oxygen base ketonic oxygen base, n-hexyl oxygen base ketonic oxygen base, the alkoxy-carbonyl oxy that a straight chain shape such as cyclohexyl oxygen base ketonic oxygen base or a chain or cyclic carbonatoms are 2~7.
" C2-C7 halo alkoxy carbonyl oxygen base " represents for example trifluoromethyl oxygen base ketonic oxygen base, five fluorine ethoxy carbonyl oxygen bases, 2-chloroethoxy ketonic oxygen base, 2,2,2-trifluoro ethoxy ketonic oxygen base, seven fluoro-n-propyl group oxygen base ketonic oxygen bases, seven fluoro-i-propyl group oxygen base ketonic oxygen bases, 1,1,1,3,3,3-hexafluoro-2-propyl group oxygen base ketonic oxygen base, 3-fluoro-n-propyl group oxygen base ketonic oxygen base, 1-chlorine cyclopropyl oxygen base ketonic oxygen base, 2-bromine cyclopropyl oxygen base ketonic oxygen base, 3,3,4,4,4-five fluoro-2-butyl oxygen base ketonic oxygen bases, nine fluoro-n-butyl oxygen base ketonic oxygen bases, nine fluoro-2-butyl oxygen base ketonic oxygen bases, 5,5,5-three fluoro-n-amyl group oxygen base ketonic oxygen bases, 4,4,5,5,5-five fluoro-2-amyl group oxygen base ketonic oxygen bases, 3-chloro-n-amyl group oxygen base ketonic oxygen base, 4-bromo-2-amyl group oxygen base ketonic oxygen base, 4-chlorobutyl oxygen base ketonic oxygen base, the alkoxy-carbonyl oxy that a straight chain shape that 2-iodo-n-propyl group oxygen base ketonic oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 2~7.
" C1-C6 alkylamino " represents the alkylamino of 1~6 of straight chain shape such as for example methylamino, dimethylamino, ethylamino, diethylamino, n-propyl group amino, i-propyl group amino, cyclopropyl amino, n-butyl amino, s-butyl amino, i-butyl amino, t-butyl amino, n-amyl group amino, i-amyl group amino, n-hexyl amino, cyclohexyl amino or a chain or cyclic carbonatoms.
" C1-C6 haloalkyl amino " represents for example trifluoromethyl amino, two (trifluoromethyl) amino, pentafluoroethyl group amino, two (pentafluoroethyl group) amino, the 2-chloroethyl amino, 2,2,2-trifluoroethyl amino, seven fluoro-n-propyl group amino, seven fluoro-i-propyl group amino, 1,1,1,3,3,3-hexafluoro-2-propyl group amino, 3-fluoro-n-propyl group amino, 1-chlorine cyclopropyl amino, 2-bromine cyclopropyl amino, 3,3,4,4,4-five fluoro-2-butyl amino, nine fluoro-n-butyl amino, nine fluoro-2-butyl amino, 5,5,5-three fluoro-n-amyl group amino, 4,4,5,5,5-five fluoro-2-amyl group amino, 3-chloro-n-amyl group amino, 4-bromo-2-amyl group amino, 4-chlorobutyl amino, the alkylamino that a straight chain shape that 2-iodo-n-propyl group amino etc. are replaced by halogen atom that can be identical or different more than 1 or a chain or cyclic carbonatoms are 1~6.
" C2-C6 alkenyl oxy " represents to have in the carbochains such as vinyl oxygen base, allyl group oxygen base, crotyl oxygen base, 3-butenyl oxygen base for example the alkenyl oxy of 2~6 of the carbonatomss of two keys.
" C2-C6 halogenated alkenyl oxy " expression for example 3,3-two fluoro-2-propenyl oxygen bases, 3,3-two chloro-2-propenyl oxygen bases, 3,3-two bromo-2-propenyl oxygen bases, 2,3-two bromo-2-propenyl oxygen bases, 4, have the straight chain shape of two keys in the carbochain that 4-two fluoro-3-butenyl oxygen bases, 3,4,4-three bromo-3-butenyl oxygen bases etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl oxy of 2~6 of catenate carbonatomss.
" C2-C6 alkynyloxy base " represents to have in propargyloxy for example, ethyl acetylene-3-base oxygen base, the ethyl acetylene-3-methyl-carbochains such as 3-base oxygen base the alkynyloxy base of 2~6 of triple-linked carbonatomss.
" C2-C6 halo alkynyloxy base " represents for example fluorine ethynyl oxygen base, chloroethene alkynyloxy base, bromoacetylene base oxygen base, 3,3,3-three fluoro-1-proyl oxygen bases, 3,3,3-three chloro-1-proyl oxygen bases, 3,3,3-three bromo-1-proyl oxygen bases, 4,4,4-three fluoro-ethyl acetylene base oxygen bases, 4,4,4-three chloro-ethyl acetylene base oxygen bases, 4,4, have the alkynyloxy base of 2~6 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene base oxygen bases etc. are replaced by halogen atom that can be identical or different more than 1.
" C3-C9 cycloalkyloxy " represents that for example cyclopropyl oxygen base, cyclobutyl oxygen base, cyclopentyloxy, 2-methylcyclopentyl oxygen base, 3-methylcyclopentyl oxygen base, cyclohexyl oxygen base, 2-methylcyclohexyl oxygen base, 3-methylcyclohexyl oxygen base, 4-methylcyclohexyl oxygen base etc. have the cycloalkyl oxy of 3~9 of the carbonatomss of ring texture.
" C3-C9 halo cycloalkyloxy " expression for example 2,2,3, the cycloalkyl oxy that the carbonatoms with ring texture that 3-ptfe ring butyl oxygen base, 2-chlorine cyclohexyl oxygen base, 4-chlorine cyclohexyl oxygen base etc. are replaced by halogen atom that can be identical or different more than 1 is 3~9.
" C3-C7 alkenyl carbonyl " represents to have in the carbochains such as vinyl carbonyl, allyl group carbonyl, crotyl carbonyl, 3-butenyl carbonyl for example the alkenyl carbonyl of 3~7 of the carbonatomss of two keys.
" C3-C7 halogenated alkenyl carbonyl " expression for example 3,3-two fluoro-2-propenyl carbonyls, 3,3-two chloro-2-propenyl carbonyls, 3,3-two bromo-2-propenyl carbonyls, 2,3-two bromo-2-propenyl carbonyls, 4, have the straight chain shape of two keys in the carbochain that 4-two fluoro-3-butenyl carbonyls, 3,4,4-three bromo-3-butenyl carbonyls etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl carbonyl of 3~7 of catenate carbonatomss.
The alkynyl carbonyl that has 3~7 of triple-linked carbonatomss in " C3-C7 alkynyl carbonyl " expression propargyl carbonyl, ethyl acetylene-3-base carbonyl, the ethyl acetylene-3-methyl-carbochains such as 3-base carbonyl.
" C3-C7 halo alkynyl carbonyl " represents for example fluorine ethynyl carbonyl, chloroethene alkynyl carbonyl, bromoacetylene base carbonyl, 3,3,3-three fluoro-1-proyl carbonyls, 3,3,3-three chloro-1-proyl carbonyls, 3,3,3-three bromo-1-proyl carbonyls, 4,4,4-three fluoro-ethyl acetylene base carbonyls, 4,4,4-three chloro-ethyl acetylene base carbonyls, 4,4, have the alkynyl carbonyl of 3~7 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene base carbonyls etc. are replaced by halogen atom that can be identical or different more than 1.
" C4-C10 naphthene base carbonyl " represents that for example cyclopropyl carbonyl, cyclobutyl carbonyl, cyclopentylcarbonyl, 2-methylcyclopentyl carbonyl, 3-methylcyclopentyl carbonyl, cyclohexyl-carbonyl, 2-methylcyclohexyl carbonyl, 3-methylcyclohexyl carbonyl, 4-methylcyclohexyl carbonyl etc. have the naphthene base carbonyl of 4~10 of the carbonatomss of ring texture.
" C4-C10 halogenated cycloalkyl carbonyl " expression for example 2,2,3, the naphthene base carbonyl that the carbonatoms with ring texture that 3-tetrafluoro cyclobutyl carbonyl, 2-chlorine cyclohexyl-carbonyl, 4-chlorine cyclohexyl-carbonyl etc. are replaced by halogen atom that can be identical or different more than 1 is 4~10.
The alkenyl oxy carbonyl that has 3~7 of the carbonatomss of two keys in the carbochains such as " C3-C7 alkenyl oxy carbonyl " expression vinyl oxygen base carbonyl, allyl group oxygen base carbonyl, crotyl oxygen base carbonyl, 3-butenyl oxygen base carbonyl.
" C3-C7 halogenated alkenyl oxy carbonyl " expression for example 3,3-two fluoro-2-propenyl oxygen base carbonyls, 3,3-two chloro-2-propenyl oxygen base carbonyls, 3,3-two bromo-2-propenyl oxygen base carbonyls, 2,3-two bromo-2-propenyl oxygen base carbonyls, 4,4-two fluoro-3-butenyl oxygen base carbonyls, 3,4, have the straight chain shape of two keys in the carbochain that 4-three bromo-3-butenyl oxygen base carbonyls etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl oxy carbonyl of 3~7 of catenate carbonatomss.
" C3-C7 alkynyloxy base carbonyl " expression for example has the alkynyloxy base carbonyl of 3~7 of triple-linked carbonatomss in propargyloxy carbonyl, ethyl acetylene-3-base oxygen base carbonyl, the ethyl acetylene-3-methyl-carbochains such as 3-base oxygen base carbonyl.
" C3-C7 halo alkynyloxy base carbonyl " represents for example fluorine ethynyl oxygen base carbonyl, chloroethene alkynyloxy base carbonyl, bromoacetylene base oxygen base carbonyl, 3,3,3-three fluoro-1-proyl oxygen base carbonyls, 3,3,3-three chloro-1-proyl oxygen base carbonyls, 3,3,3-three bromo-1-proyl oxygen base carbonyls, 4,4,4-three fluoro-ethyl acetylene base oxygen base carbonyls, 4,4,4-three chloro-ethyl acetylene base oxygen base carbonyls, 4,4, have the alkynyloxy base carbonyl of 3~7 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene base oxygen base carbonyls etc. are replaced by halogen atom that can be identical or different more than 1.
" C4-C10 cycloalkyl oxy carbonyl " represents that for example cyclopropyl oxygen base carbonyl, cyclobutyl oxygen base carbonyl, cyclopentyloxy carbonyl, 2-methylcyclopentyl oxygen base carbonyl, 3-methylcyclopentyl oxygen base carbonyl, cyclohexyl oxygen base carbonyl, 2-methylcyclohexyl oxygen base carbonyl, 3-methylcyclohexyl oxygen base carbonyl, 4-methylcyclohexyl oxygen base carbonyl etc. have the cycloalkyl oxy carbonyl of 4~10 of the carbonatomss of ring texture.
" C4-C10 halogenated cycloalkyl oxygen base carbonyl " expression for example 2,2,3, the cycloalkyl oxy carbonyl that the carbonatoms with ring texture that 3-ptfe ring butyl oxygen base carbonyl, 2-chlorine cyclohexyl oxygen base carbonyl, 4-chlorine cyclohexyl oxygen base carbonyl etc. are replaced by halogen atom that can be identical or different more than 1 is 4~10.
" C2-C6 alkenyl amino " represents to have in the carbochains such as vinyl amino, allyl amino, crotyl amino, 3-butenyl amino for example the alkenyl amino of 2~6 of the carbonatomss of two keys.
" C2-C6 halogenated alkenyl amino " expression 3,3-two fluoro-2-propenyl amino, 3,3-two chloro-2-propenyl amino, 3,3-two bromo-2-propenyl amino, 2,3-two bromo-2-propenyl amino, 4, have the straight chain shape of two keys in the carbochain that 4-two fluoro-3-butenyl amino, 3,4,4-three bromo-3-butenyl amino etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl amino of 2~6 of catenate carbonatomss.
" C2-C6 alkynyl amino " represents propargyl amino for example, ethyl acetylene-3-base is amino, have the alkynyl amino of 2~6 of triple-linked carbonatomss in ethyl acetylene-3-methyl-carbochains such as 3-base amino.
" C2-C6 halo alkynyl amino " represents for example fluorine ethynyl amino, chloroethene alkynyl amino, bromoacetylene base amino, 3,3,3-three fluoro-1-proyl amino, 3,3,3-three chloro-1-proyl amino, 3,3,3-three bromo-1-proyl amino, 4,4,4-three fluoro-ethyl acetylene base amino, 4,4,4-three chloro-ethyl acetylene base amino, 4,4, have the alkynyl amino of 2~6 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene base amino etc. are replaced by halogen atom that can be identical or different more than 1.
" C3-C9 cycloalkyl amino " represents that for example cyclopropyl amino, cyclobutyl amino, cyclopentyl amino, 2-methylcyclopentyl amino, 3-methylcyclopentyl amino, cyclohexyl amino, 2-methylcyclohexyl amino, 3-methylcyclohexyl amino, 4-methylcyclohexyl amino etc. have the cycloalkyl amino of 3~9 of the carbonatomss of ring texture.
" C3-C9 halogenated cycloalkyl amino " expression for example 2,2,3, the cycloalkyl amino that the carbonatoms with ring texture that 3-ptfe ring butyl amino, 2-chlorine cyclohexyl amino, 4-chlorine cyclohexyl amino etc. are replaced by halogen atom that can be identical or different more than 1 is 3~9.
" C2-C7 alkyl amino-carbonyl " represents the alkyl amino-carbonyl of 2~7 of straight chain shape such as for example methylamino carbonyl, ethylamino carbonyl, n-propyl group aminocarboxyl, i-propyl group aminocarboxyl, n-butyl aminocarboxyl, s-butyl aminocarboxyl, t-butyl aminocarboxyl, n-amyl group aminocarboxyl, 2-amyl group aminocarboxyl, neo-pentyl aminocarboxyl, 4-methyl-2-amyl group aminocarboxyl, n-hexyl aminocarboxyl, 3-methyl-n-amyl group aminocarboxyl or catenate carbonatomss.
" C2-C7 haloalkyl aminocarboxyl " represents for example trifluoromethyl aminocarboxyl, the pentafluoroethyl group aminocarboxyl, seven fluoro-n-propyl group aminocarboxyls, seven fluoro-i-propyl group aminocarboxyls, 2,2-difluoro ethylamino carbonyl, 2,2-Dichloroethyl aminocarboxyl, 2,2,2-trifluoroethyl aminocarboxyl, 2-fluoro ethyl aminocarboxyl, 2-chloroethyl amino carbonyl, 2-bromotrifluoromethane aminocarboxyl, 2-iodine ethylamino carbonyl, 2,2,2-three chloroethyl amino carbonyls, 2,2,2-three bromomethyl aminocarboxyl, 1,3-two fluoro-2-propyl group aminocarboxyls, 1,3-two chloro-2-propyl group aminocarboxyls, 1-chloro-3-fluoro-2-propyl group aminocarboxyl, 1,1,1-three fluoro-2-propyl group aminocarboxyls, 2,3,3,3-three fluoro-n-propyl group aminocarboxyls, 4,4,4-three fluoro-n-butyl aminocarboxyls, 1,1,1,3,3,3-hexafluoro-2-propyl group aminocarboxyl, 1,1,1,3,3,3-hexafluoro-2-chloro-2-propyl group aminocarboxyl, 1,1,1,3,3,3-hexafluoro-2-bromo-2-propyl group aminocarboxyl, 1,1,2,3,3,3-hexafluoro-2-chloro-n-propyl group aminocarboxyl, 1,1,2,3,3,3-hexafluoro-2-bromo-n-propyl group aminocarboxyl, 1,1,2,3,3,3-hexafluoro-1-bromo-2-propyl group aminocarboxyl, 2,2,3,3,3-five fluoro-n-propyl group aminocarboxyls, 3-fluoro-n-propyl group aminocarboxyl, 3-chloro-n-propyl group aminocarboxyl, 3-bromo-n-propyl group aminocarboxyl, 3,3,4,4,4-five fluoro-2-butyl aminocarboxyls, nine fluoro-n-butyl aminocarboxyls, nine fluoro-2-butyl aminocarboxyls, 5,5,5-three fluoro-n-amyl group aminocarboxyls, 4,4,5,5,5-five fluoro-2-amyl group aminocarboxyls, 3-chloro-n-amyl group aminocarboxyl, the alkyl amino-carbonyl that a straight chain shape that 4-bromo-2-amyl group aminocarboxyl etc. are replaced by halogen atom that can be identical or different more than 1 or a catenate carbonatoms are 2~7.
" C3-C7 alkenyl amino carbonyl " represents to have in the carbochains such as vinyl aminocarboxyl, allyl amino carbonyl, crotyl aminocarboxyl, 3-butenyl aminocarboxyl for example the alkenyl amino carbonyl of 3~7 of the carbonatomss of two keys.
" C3-C7 halogenated alkenyl aminocarboxyl " expression for example 3,3-two fluoro-2-propenyl aminocarboxyls, 3,3-two chloro-2-propenyl aminocarboxyls, 3,3-two bromo-2-propenyl aminocarboxyls, 2,3-two bromo-2-propenyl aminocarboxyls, 4,4-two fluoro-3-butenyl aminocarboxyls, 3,4, have the straight chain shape of two keys in the carbochain that 4-three bromo-3-butenyl aminocarboxyls etc. are replaced by halogen atom that can be identical or different more than 1 or prop up the alkenyl amino carbonyl of 3~7 of catenate carbonatomss.
" C3-C7 alkynyl aminocarboxyl " represents to have in propargyl aminocarboxyl for example, ethyl acetylene-3-base aminocarboxyl, the ethyl acetylene-3-methyl-carbochains such as 3-base aminocarboxyl the alkynyl aminocarboxyl of 3~7 of triple-linked carbonatomss.
" C3-C7 halo alkynyl aminocarboxyl " represents for example fluorine ethynyl aminocarboxyl, chloroethene alkynyl aminocarboxyl, bromoacetylene base aminocarboxyl, 3,3,3-three fluoro-1-proyl aminocarboxyls, 3,3,3-three chloro-1-proyl aminocarboxyls, 3,3,3-three bromo-1-proyl aminocarboxyls, 4,4,4-three fluoro-ethyl acetylene base aminocarboxyls, 4,4,4-three chloro-ethyl acetylene base aminocarboxyls, 4,4, have the alkynyl aminocarboxyl of 3~7 of a triple-linked straight chain shape or catenate carbonatomss in the carbochain that 4-three bromo-ethyl acetylene base aminocarboxyls etc. are replaced by halogen atom that can be identical or different more than 1.
" C4-C10 cycloalkyl amino carbonyl " represents that for example cyclopropyl aminocarboxyl, cyclobutyl aminocarboxyl, cyclopentyl aminocarboxyl, 2-methylcyclopentyl aminocarboxyl, 3-methylcyclopentyl aminocarboxyl, cyclohexyl aminocarboxyl, 2-methylcyclohexyl aminocarboxyl, 3-methylcyclohexyl aminocarboxyl, 4-methylcyclohexyl aminocarboxyl etc. have the cycloalkyl amino carbonyl of 4~10 of the carbonatomss of ring texture.
" C4-C10 halogenated cycloalkyl aminocarboxyl " expression for example 2,3, the cycloalkyl amino carbonyl that the carbonatoms with ring texture that 3-ptfe ring butyl aminocarboxyl, 2-chlorine cyclohexyl aminocarboxyl, 4-chlorine cyclohexyl aminocarboxyl etc. are replaced by halogen atom that can be identical or different more than 1 is 4~10.
" aryl " represents for example monocycle or Ppolynuclear aromatic alkyl such as phenyl or naphthyl.
" aryl carbonyl oxygen base " represents for example aryl carbonyl oxygen base such as phenylcarbonyl group oxygen base, naphthyl carbonyl oxygen base.
" aryl-amino-carbonyl " represents for example aryl-amino-carbonyl such as phenylcarbonyl group amino, naphthyl carbonyl amino.
R 1And R 2In the straight chain shape that do not have to replace of " can have substituent C1-C6 alkyl " expression, a chain or the alkyl of 1~6 of cyclic carbonatoms, or by nitro, can have substituent phenyl and can have the straight chain shape, a chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkyl of 1~6 of cyclic carbonatoms.Need to prove that substituting group is 2 when above, above-mentioned substituting group can be the same or different.
R 1And R 2In the straight chain shape that only replaced of " can have substituent C1-C6 haloalkyl " expression, a chain by 1 above halogen atom or the alkyl of 1~6 of cyclic carbonatoms, or except that 1 above halogen atom, also by nitro, can have substituent phenyl and can have the straight chain shape, chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkyl of 1~6 of cyclic carbonatoms.
R 1And R 2In the straight chain shape that do not have to replace of " can have substituent C2-C6 alkenyl " expression, a chain or the alkenyl of 2~6 of cyclic carbonatomss, or by nitro, can have substituent phenyl and can have the straight chain shape, a chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkenyl of 2~6 of cyclic carbonatomss.Need to prove that substituting group is 2 when above, above-mentioned substituting group can be the same or different.
R 1And R 2In the straight chain shape that only replaced of " can have substituent C2-C6 halogenated alkenyl " expression, a chain by 1 above halogen atom or the alkenyl of 2~6 of cyclic carbonatomss, or except that 1 above halogen atom, also by nitro, can have substituent phenyl and can have the straight chain shape, chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkenyl of 2~6 of cyclic carbonatomss.
R 1And R 2In the straight chain shape that do not have to replace of " can have substituent C2-C6 alkynyl " expression, a chain or the alkynyl of 2~6 of cyclic carbonatomss, or by nitro, can have substituent phenyl and can have the straight chain shape, a chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkynyl of 2~6 of cyclic carbonatomss.Need to prove that substituting group is 2 when above, above-mentioned substituting group can be the same or different.
R 1And R 2In the straight chain shape that only replaced of " can have substituent C2-C6 halo alkynyl " expression, a chain by 1 above halogen atom or the alkynyl of 2~6 of cyclic carbonatomss, or except that 1 above halogen atom, also by nitro, can have substituent phenyl and can have the straight chain shape, chain of at least a kind of replacement in the substituent unsaturated heterocycle base or the alkynyl of 2~6 of cyclic carbonatomss.
Need to prove that above-mentioned each substituting group further can have substituting group among the present invention under possible situation, as described below as its substituent example.
Described substituting group is the substituting group more than 1 that is selected from the following radicals; described group is: halogen atom; the C1-C6 alkyl; the C1-C6 haloalkyl; the C3-C9 cycloalkyl; the C3-C9 halogenated cycloalkyl; the C2-C6 alkenyl; the C2-C6 halogenated alkenyl; the C2-C6 alkynyl; C2-C6 halo alkynyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; C1-C6 alkyl sulphonyl oxygen base; C1-C6 halogenated alkyl sulfonyl oxygen base; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; the C2-C7 alkyl-carbonyl-amino; C2-C7 halogenated alkyl carbonyl amino; the C2-C7 alkoxycarbonyl amino; C2-C7 halo alkoxy carbonyl amino; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; the C1-C6 alkylamino; C1-C6 haloalkyl amino; the C2-C6 alkenyl amino; C2-C6 halogenated alkenyl amino; C2-C6 alkynyl amino; C2-C6 halo alkynyl amino; the C3-C9 cycloalkyl amino; C3-C9 halogenated cycloalkyl amino; C3-C7 alkenyl amino carbonyl; C3-C7 halogenated alkenyl aminocarboxyl; C3-C7 alkynyl aminocarboxyl; C3-C7 halo alkynyl aminocarboxyl; C4-C10 cycloalkyl amino carbonyl; C4-C10 halogenated cycloalkyl aminocarboxyl; amino; formamyl; sulfamyl; cyano group; nitro; hydroxyl; carboxyl; Pentafluorosulfanyl; can have substituent phenyl; can have substituent heterocyclic radical; can have substituent benzyl; can have substituent phenylcarbonyl group; and can have substituent phenyl amino; when having 2 above substituting groups, each substituting group can be the same or different.
General formula of the present invention (1), general formula (7), and the compound of general formula expressions such as (8) in its structural formula, contain one or more unsymmetrical carbons or asymmetric center sometimes, sometimes there is the optical isomer more than 2 kinds, each optical isomer and also all be included in the present invention with the mixture that arbitrary proportion contains them.In addition, general formula of the present invention (1), general formula (7), and the compound of general formula (8) expression of etc.ing in its structural formula, exist the geometrical isomer more than 2 kinds from carbon-to-carbon double bond, each geometrical isomer to reach the mixture that contains them with arbitrary proportion sometimes also all to be included in the present invention.
The preferred substituents of the substituting group in the amide derivatives of general formula of the present invention (1) expression etc. or the combination of atom are as described below.
Be preferably-C (=G as T 1)-Q 1As G 1Be preferably Sauerstoffatom; As Q 1Be preferably and have substituent phenyl, maybe can have substituent pyridyl; As Q 1More preferably phenyl or pyridyl, described phenyl or pyridyl have be selected from halogen atom, C1 haloalkyl, nitro, and cyano group in the substituting group more than 1, when having 2 above substituting groups, each substituting group can be the same or different.
As G 3Be preferably Sauerstoffatom.
As R 1Be preferably hydrogen atom or C1-C3 alkyl.
As R 2Be preferably hydrogen atom.
Be preferably carbon atom as A, be preferably the non-metallic atom group that forms phenyl ring with 2 carbon atoms of A and A bonding as K.
Be preferably hydrogen atom, halogen atom or cyano group as X, more preferably hydrogen atom, fluorine atom or cyano group.
N as X during for substituting group except that hydrogen atom is preferably 0,1 or 2.
As Y 1Be preferably halogen atom or C1-C3 haloalkyl.
As Y 5Be preferably the C1-C3 haloalkyl.
As Y 2And Y 4Be preferably hydrogen atom, halogen atom or C1-C4 alkyl, more preferably hydrogen atom.
As Y 3Be preferably the C2-C5 haloalkyl, more preferably the C2-C4 perfluoroalkyl.
In addition, the combination of the preferred substituents of the substituting group in the amide derivatives of general formula (8) expression etc. or atom is as described below.
As Q 1Be preferably phenyl or pyridyl, described phenyl or pyridyl have be selected from halogen atom, C1 haloalkyl, nitro, and cyano group in the substituting group more than 1, when having 2 above substituting groups, each substituting group can be the same or different.
As R 1Be preferably hydrogen atom or C1-C3 alkyl.
As R 2Be preferably hydrogen atom.
As X 1, and X 2Be preferably hydrogen atom or fluorine atom, as X 3, X 4Be preferably hydrogen atom.
As Y 1, and Y 5Be preferably halogen atom or C1-C3 haloalkyl.As Y 2, and Y 4Be preferably hydrogen atom.As Y 3Be preferably the C3-C4 perfluoroalkyl.
Below provide the representative preparation method of compound of the present invention, but the preparation method of amide derivatives of the present invention is not limited to preparation method shown below.
In the general formula shown in the following preparation method, A, K, X, n, R 1, R 2, T, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5A, K, X, n, R in expression and the above-mentioned general formula (1) 1, R 2, T, G 3, Y 1, Y 2, Y 3, Y 4, and Y 5Identical respectively implication.LG represents that halogen atom, hydroxyl etc. have the functional group of the ability of leaving away, and Hal represents chlorine atom or bromine atoms, Xa, Xb, and Xc represent chlorine atom, bromine atoms or iodine atom.
<preparation method 1 〉
1-(i): general formula (21)+general formula (22) → general formula (23)
General formula (21)+general formula (22) → general formula (28)
The nitryl aromatic family carboxylic acid derivative with leavings group of general formula (21) expression and the aromatic amine derivative of general formula (22) expression are reacted in appropriate solvent or under the non-solvent, can prepare the nitryl aromatic family carboxylic acid amide derivative of general formula (23) or general formula (28) expression thus.Also can use suitable alkali in this step.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out.For example can enumerate halogenated hydrocarbon, ether, dioxane, tetrahydrofuran (THF)s, 1 such as water, benzene,toluene,xylene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, nitriles, 1 such as amidess such as ketones such as alcohols such as ester class, methyl alcohol, ethanol, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, dimethyl formamide, N,N-DIMETHYLACETAMIDE, acetonitrile such as chains such as 2-glycol dimethyl ether or ring-type ethers, ethyl acetate, butylacetate, 3-dimethyl-inert solvents such as 2-imidazolone.Above-mentioned solvent can use separately or be mixed with two or more.
In addition, as alkali, can enumerate lithium amide classes such as alkali metal alcoholate class, lithium diisopropylamines such as hydrogenated alkali metal salt, sodium methylate, sodium ethylates such as phosphoric acid salts such as carbonates such as alkali hydroxide metal species, sodium bicarbonate, salt of wormwood, dipotassium hydrogen phosphate, tertiary sodium phosphate, sodium hydrides such as organic bases, sodium hydroxide, potassium hydroxide such as triethylamine, three-n-butylamine, pyridine, 4-dimethylaminopyridine etc.
Above-mentioned alkali can be suitably selection in the scope of 0.01~5 times of molar equivalent at the compound with respect to general formula (21) expression.
Temperature of reaction can suitably be selected to the scope of the reflux temperature of solvent for use at-20 ℃.Reaction times can suitably be selected in several minutes to 96 hours scope in addition.
In the compound of general formula (21) expression, aromatic series etheride derivative can easily adopt and use the ordinary method of halogenating agent to be prepared by aromatic carboxylic acid.As halogenating agent, can enumerate for example halogenating agents such as thionyl chloride, thionyl bromide, phosphorus oxychloride, oxalyl chloride, phosphorus trichloride.
On the other hand, can not use halogenating agent ground by the compound general formula (23) of nitryl aromatic family carboxylic acid derivative and general formula (22) expression or the compound of general formula (28) expression.As this method, can enumerate for example method of the middle record of Chem.Ber.788 page or leaf (1970).Particularly, additives such as suitable use I-hydroxybenzotriazole be can enumerate, and N, the method for N '-condensing agents such as dicyclohexylcarbodiimide used.As other condensing agents that use this moment, can enumerate 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide, 1,1 '-carbonyl is two-the 1H-imidazoles etc.
In addition, as the additive method of the compound for preparing the expression of general formula (23) or general formula (28), also can enumerate the mixed anhydride method of using the chloro-formic ester class.For example can enumerate the method for record in the J.Am.Chem.Soc.5012 page or leaf (1967), can prepare the compound of general formula (23) or general formula (28) expression.Isobutyl chlorocarbonate, isopropyl chlorocarbonate etc. can be enumerated as the chloro-formic ester class that use this moment, outside the dechlorination formate ester, diethyl ethanoyl chlorine, pivaloyl chlorine etc. can also be enumerated.
Use the method for condensing agent and solvent, temperature of reaction, the reaction times that mixed anhydride method all is not limited to above-mentioned document record.As solvent, the inert solvent that suitably uses not remarkable inhibited reaction to carry out gets final product.Temperature of reaction, reaction times are also as long as suitably select according to the carrying out of reaction in addition.
1-is (ii): general formula (23) → general formula (24)
General formula (28) → general formula (29)
The aromatic carboxylic acid amide derivatives with nitro of general formula (23) or general formula (28) expression can pass through reduction reaction, is derivatized to the amino aromatic carboxylic acid amide derivatives that has of general formula (24) or general formula (29) expression.Can enumerate the method for using hydrogenation reaction and the method for using metallic compound (for example, tin protochloride (anhydride), iron powder, zinc powder etc.) as reduction reaction.
The former method can be in appropriate solvent in the presence of catalyzer, and normal pressure descends or add to depress under nitrogen atmosphere to react.As catalyzer, can enumerate nickel catalyzators such as palladium catalyst, Raney nickel, cobalt catalyst, ruthenium catalyst, rhodium catalyst, platinum catalysts etc. such as palladium-carbon, as solvent, can enumerate chain or ester classes such as ring-type ethers, ethyl acetate such as alcohols such as water, methyl alcohol, ethanol, benzene, toluene etc. are aromatic hydrocarbon based, ether, dioxane, tetrahydrofuran (THF).Pressure is suitably selected to get final product at-20 ℃ to the scope of the reflux temperature of solvent for use in 0.1~10MPa, temperature of reaction.Reaction times can suitably be selected to get final product in several minutes to 96 hours scope in addition.The compound that can prepare general formula (24) or general formula (29) thus efficiently.
As the latter's method, can enumerate according to the condition of putting down in writing among " Organic Syntheses " Coll.Vol.IIIP.453, use the method for tin protochloride (anhydride) as metallic compound.
1-is (iii): general formula (24)+general formula (26) → general formula (25)
Aromatic amine derivative by making general formula (24) expression and the carboxylic acid derivative of general formula (26) expression or the carbonic acid ester derivative with leavings group react in appropriate solvent, can prepare aromatic carboxylic acid acid amides or carbamate derivatives that general formula (25) is represented.Suitable alkali or solvent can be used in this step,, the material of enumerating among the 1-(i) can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
In the general formula (26), carboxylic acid chloride (carboxylic acid chloride) derivative can easily be prepared by carboxylic acid derivative by the ordinary method of using halogenating agent.As halogenating agent, as shown in 1-(i).
Do not use halogenating agent in addition but, can be prepared according to the method for enumerating among the 1-(i) by the method for the compound of compound general formula (25) expression of carboxylic acid derivative (26) and general formula (24) expression.
1-is (iv): general formula (25)+general formula (27) → general formula (1)
The compound with leavings group such as halogen of amide compound that can be by making general formula (25) expression and general formula (27) expression reacts the The compounds of this invention that preparation general formula (1) is represented in solvent or under the non-solvent.Suitable alkali or solvent can be used in this step,, the material of enumerating among the 1-(i) can be used as its alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
1-(v): general formula (28)+general formula (30) → general formula (23)
Amide compound that can be by making general formula (28) expression, in solvent or under the non-solvent, react the compound of preparation general formula (23) expression with the compound with leavings group such as halogen of general formula (30) expression.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
1-(vi): general formula (29) → general formula (31)
(method A)
The compound of general formula (29) expression is reacted with aldehydes or ketone in solvent, and add catalyzer, under nitrogen atmosphere, react, prepare the compound of general formula (31) expression thus.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out, can enumerate for example hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, the water equal solvent, above-mentioned solvent can use separately or be mixed with two or more.
As catalyzer, can enumerate nickel catalyzator classes such as palladium catalyst class, Raney nickels such as palladium-carbon, palladium hydroxide-carbon, cobalt catalyst class, platinum catalyst class, ruthenium catalyst class, rhodium catalyst class etc.
As aldehydes, can enumerate for example aldehydes such as formaldehyde, acetaldehyde, propionic aldehyde, trifluoro acetaldehyde, difluoro acetaldehyde, fluorine acetaldehyde, monochloroacetaldehyde, dichloro acetaldehyde, trichoro-aldehyde, bromoacetaldehyde.
As ketone, can enumerate for example ketones such as acetone, perfluoro acetone, methyl ethyl ketone.
Reaction pressure can be distinguished suitably selection in the scope of 1 air pressure to 100 air pressure.Temperature of reaction can suitably be selected to the scope of the reflux temperature of solvent for use at-20 ℃.Reaction times can suitably be selected in several minutes to 96 hours scope in addition.
(method B)
The compound of general formula (29) expression is reacted with aldehydes or ketone in solvent, handle, can prepare the compound of general formula (31) expression by reductive agent.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out, can enumerate for example hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, the water equal solvent, above-mentioned solvent can use separately or be mixed with two or more.
As reductive agent, can enumerate for example sodium borohydride, sodium cyanoborohydride, sodium triacetoxy borohydride hydroborate classes such as (sodium triacetateborohydride) etc.
As aldehydes, can enumerate for example aldehydes such as formaldehyde, acetaldehyde, propionic aldehyde, trifluoro acetaldehyde, difluoro acetaldehyde, fluorine acetaldehyde, monochloroacetaldehyde, dichloro acetaldehyde, trichoro-aldehyde, bromoacetaldehyde.
As ketone, can enumerate for example ketones such as acetone, perfluoro acetone, methyl ethyl ketone.
Temperature of reaction can suitably be selected to the scope of the reflux temperature of solvent for use at-20 ℃.Reaction times can suitably be selected in several minutes to 96 hours scope in addition.
(method C)
The compound that makes general formula (29) expression in solvent, or in the non-solvent with the aldehydes reaction, can prepare the compound of general formula (31) thus.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out, can enumerate for example hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, dimethylbenzene, toluene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, ether, dioxane, tetrahydrofuran (THF), 1, ethers such as 2-glycol dimethyl ether, dimethyl formamide, amidess such as N,N-DIMETHYLACETAMIDE, acetonitrile, nitriles such as propionitrile, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, ethyl acetate, ester classes such as butylacetate, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), methyl alcohol, alcohols such as ethanol, sulfuric acid, inorganic acids such as hydrochloric acid, formic acid, organic acids such as acetate, the water equal solvent, above-mentioned solvent can use separately or be mixed with two or more.
As aldehydes, can enumerate for example formaldehyde, acetaldehyde, propionic aldehyde etc.
Temperature of reaction can suitably be selected to the scope of the reflux temperature of solvent for use at-20 ℃, and the reaction times can be distinguished suitably selection in several minutes to 96 hours scope.
1-(vii): general formula (31)+general formula (26) → general formula (32)
The aromatic amine derivative of general formula (31) expression and the carboxylic acid derivative that general formula (26) is represented or the carbonic acid ester derivative with leavings group are reacted in appropriate solvent, can prepare the aromatic carboxylic acid acid amides or the carbamate derivatives of general formula (32) expression thus.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
In the general formula (26), the carboxylic acid chloride derivative can easily be prepared by carboxylic acid derivative by the ordinary method of using halogenating agent.As halogenating agent, can use the material of enumerating among the 1-(i).
Do not use halogenating agent in addition but, can be prepared according to the method for enumerating among the 1-(i) by the method for the compound of compound general formula (32) expression of carboxylic acid derivative (26) and general formula (31) expression.
1-(viii): general formula (32)+general formula (30) → general formula (1)
Make general formula (32) expression amide compound, react in solvent or in the non-solvent with the compound with leavings group such as halogen of general formula (30) expression, can prepare the The compounds of this invention of general formula (1) expression thus.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
<preparation method 2 〉
Figure BPA00001310061501011
2-(i): general formula (33)+general formula (22) → general formula (34)
Compound that makes general formula (33) expression and the conditioned response of the compound of general formula (22) expression according to record among the 1-(i) can prepare the compound that general formula (34) is represented thus.
2-is (ii): general formula (34) → general formula (36)
For example, according to the condition of record in the J.Org.Chem.280 page or leaf (1958), ammoxidation is carried out in amination agent such as use ammonia, can prepare the compound of general formula (36) expression.Conditions such as reaction solvent are not limited to the condition of document record, and the inert solvent that suitably uses not remarkable inhibited reaction to carry out gets final product.Temperature of reaction, reaction times are also as long as suitably select according to the carrying out of reaction in addition.Need to prove,, except that ammonia, also can enumerate methylamine, ethamine etc. as the amination agent.
2-is (iii): general formula (36)+general formula (26) → general formula (1)
Compound that makes general formula (36) expression and the conditioned response of the compound of general formula (26) expression according to record among the 1-(i) can prepare the compound that general formula (1) is represented thus.
<preparation method 3 〉
Figure BPA00001310061501021
3-(i): general formula (29)+general formula (26) → general formula (35)
The aromatic amine derivative of general formula (29) expression and the carboxylic acid derivative that general formula (26) is represented or the carbonic acid ester derivative with leavings group are reacted in appropriate solvent, can prepare the aromatic carboxylic acid acid amides or the carbamate derivatives of general formula (35) expression thus.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
In the general formula (26), the carboxylic acid chloride derivative can easily be prepared by carboxylic acid derivative by the ordinary method of using halogenating agent.As halogenating agent, can use the material of enumerating among the 1-(i).
Do not use halogenating agent in addition but, can be prepared according to the method for enumerating among the 1-(i) by the method for the compound of compound general formula (35) expression of carboxylic acid derivative (26) and general formula (29) expression.
3-is (ii): general formula (35)+general formula (27) → general formula (1a)
The compound with leavings group such as halogen of the amide compound that makes general formula (35) expression and general formula (27) expression reacts in solvent or in the non-solvent, can prepare the The compounds of this invention that general formula (1a) is represented thus.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
<preparation method 4 〉
Figure BPA00001310061501031
4-(i): general formula (24) → general formula (36)
As starting raw material, (vi) the conditioned response of Ji Zai (method A), (method B) or (method C) can prepare the compound that general formula (36) is represented thus according to 1-with the compound of general formula (24) expression.
4-(i '): general formula (24)+general formula (27) → general formula (36)
The aromatic amine derivative of general formula (24) expression and the carboxylic acid derivative that general formula (27) is represented or the carbonic acid ester derivative with leavings group are reacted in appropriate solvent, can prepare the aromatic carboxylic acid acid amides of general formula (36) expression thus.Suitable alkali or solvent can be used in this step,, the material of in 1-(i), enumerating can be used as this alkali or solvent.Temperature of reaction, reaction times etc. are also as shown in 1-(i).
In the general formula (27), the carboxylic acid chloride derivative can easily be prepared by carboxylic acid derivative by the ordinary method of using halogenating agent.As halogenating agent, can use the material of enumerating among the 1-(i).
Do not use halogenating agent in addition but, can be prepared according to the method for enumerating among the 1-(i) by the method for the compound of compound general formula (36) expression of carboxylic acid derivative (27) and general formula (24) expression.
4-is (ii): general formula (36)+general formula (26) → general formula (1)
As starting raw material,, can prepare the compound of general formula (1) expression thus with the compound of the compound of general formula (36) expression and general formula (26) expression according to the conditioned response of record among the 1-(i).
<preparation method 5 〉
Figure BPA00001310061501041
5-(i): general formula (37)+general formula (22) → general formula (38)
Compound that makes general formula (37) expression and the conditioned response of the compound of general formula (22) expression according to record among the 1-(i) can prepare the compound that general formula (38) is represented thus.
5-is (ii): general formula (38) → general formula (39)
The nitryl aromatic family carboxylic acid amide derivative that makes general formula (38) expression in appropriate solvent or in the non-solvent with suitable fluorizating agent reaction, can prepare the compound of general formula (39) expression thus.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out, can enumerate for example hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, toluene, dimethylbenzene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, ether, dioxane, tetrahydrofuran (THF), 1, chain or ring-type ethers such as 2-glycol dimethyl ether, ethyl acetate, ester classes such as butylacetate, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, acetonitrile, nitriles such as propionitrile, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), N, dinethylformamide, N-Methyl pyrrolidone, N, non-proton property polar solvents such as N-N,N-DIMETHYLACETAMIDE, above-mentioned solvent can use separately or be mixed with two or more.
Can enumerate 1 as fluorizating agent, 1,2,2-tetrafluoro ethyl diethylamide, 2-chloro-1,1,2-trifluoroethyl diethylamide, trifluoro phenylbenzene phosphorane, difluoro triphenyl phosphorane, the fluorofomates class, sulfur tetrafluoride, Potassium monofluoride, potassium bifluoride, cesium fluoride, rubidium fluoride, Sodium Fluoride, lithium fluoride, antimonic fluoride (III), antimonic fluoride (V), zinc fluoride, cobaltous fluoride, plumbous fluoride, cupric fluoride, Mercury difluoride (II), silver fluoride, silver fluoborate, thallium fluoride (I), molybdenum fluoride (Vl), fluoridize arsenic (III), bromine fluoride, selenium tetrafluoride, three (dimethylamino) sulfonium halide atom hydrochlorate, sodium hexafluorisilicate, fluoridize quaternary ammonium salt, (2-chloroethyl) diethylamide, three fluoridize diethylamino sulphur, three fluoridize morpholino sulphur, silicon tetrafluoride, hydrogen fluoride, hydrofluoric acid, the hydrogen fluoride pyridine coordination compound, hydrogen fluoride triethylamine coordination compound, the hydrogen fluoride salt, two (2-methoxy ethyl) amino sulfur trifluoride, 2,2-two fluoro-1,3-dimethyl-2-imidazolone, iodine pentafluoride, three (diethylamino) Phosphonium-2,2,3,3,4,4-hexafluoro-tetramethylene inner salt (tris (diethylamino) phosphonium 2,2,3,3,4,4-hexafluorocyclobutanilide), triethyl ammonium trans-1,1,2,2,3,4-Hexafluorocyclobutane inner salt, R 1216 etc.Above-mentioned fluorizating agent can use separately or mix more than 2 kinds and use.
Above-mentioned fluorizating agent uses in the scope of 1 to 10 times of molar equivalent or suitably selects to use as solvent with respect to the nitryl aromatic family carboxylic acid amide derivative of general formula (38) expression.
Also can use additive, as additive, can enumerate for example metal oxide-type such as inorganic salts such as phase-transfer catalyst class, Calcium Fluoride (Fluorspan), calcium chloride, red precipitate, ion exchange resin etc. such as crown ether-like, tetraphenyl phosphonium salt such as hexaoxacyclooctadecane-6-6, above-mentioned additive not only can add in the reaction system, and can be used as the pretreating reagent use of fluorizating agent.
Temperature of reaction is suitably selected to get final product to the scope of the reflux temperature of solvent for use at-80 ℃.Reaction times is suitably selected to get final product in several minutes to 96 hours scope in addition.
<preparation method 6 〉
Figure BPA00001310061501051
6-(i): general formula (40)+general formula (22) → general formula (41)
Compound that makes general formula (40) expression and the conditioned response of the compound of general formula (22) expression according to record among the 1-(i) can prepare the compound that general formula (41) is represented thus.
6-is (ii): general formula (41) → general formula (42)
The halogen aromatic carboxylic acid amide derivatives of general formula (41) expression is reacted with suitable cyano group agent in appropriate solvent or in the non-solvent, can prepare the compound of general formula (42) expression thus.
As solvent, do not get final product so long as significantly do not suppress the solvent that this reaction carries out.Can enumerate for example hexane, hexanaphthene, aliphatic hydrocarbons such as methylcyclohexane, benzene, toluene, dimethylbenzene etc. are aromatic hydrocarbon based, methylene dichloride, chloroform, tetracol phenixin, 1, halogenated hydrocarbons such as 2-ethylene dichloride, ether, dioxane, tetrahydrofuran (THF), 1, chain or ring-type ethers such as 2-glycol dimethyl ether, ethyl acetate, ester classes such as butylacetate, acetone, methyl iso-butyl ketone (MIBK), pimelinketone, ketones such as methyl ethyl ketone, acetonitrile, nitriles such as propionitrile, 1,3-dimethyl-2-imidazolone, tetramethylene sulfone, dimethyl sulfoxide (DMSO), N, dinethylformamide, N-Methyl pyrrolidone, N, non-proton property polar solvents such as N-N,N-DIMETHYLACETAMIDE, above-mentioned solvent can use separately or be mixed with two or more.
As the cyano group agent, can enumerate metal cyanides classes such as prussiate salt, cupric cyanide, silver cyanide, lithium cyanides such as sodium cyanide, potassium cyanide, sodium cyanoborohydride, prussic acid, cyaniding Tetrylammonium etc.
Above-mentioned cyano group agent can suitably be selected to use in the scope of 1 to 1O times of molar equivalent with respect to the halogen aromatic carboxylic acid amide derivatives of general formula (41) expression.
Additive can be used,, for example inorganic salts such as phase-transfer catalyst class, sodium iodide such as crown ether-like, tetraphenyl phosphonium salt such as hexaoxacyclooctadecane-6-6 can be enumerated as additive.
Temperature of reaction can suitably be selected to the scope of the reflux temperature of solvent for use at-20 ℃.Reaction times can suitably be selected in several minutes to 96 hours scope in addition.
<preparation method 7 〉
Figure BPA00001310061501061
7-(i): general formula (43) → general formula (44)
According to the known condition of record in Synthesis463 page or leaf (1993) or the Synthesis829 page or leaf (1984) etc., make the compound and the lawesson reagent reaction of general formula (43) expression, can prepare the compound of general formula (44) expression thus.Condition such as solvent, temperature of reaction is not limited to the condition of document record.
2-is (ii): general formula (44)+general formula (26) → general formula (45)
Compound that makes general formula (44) expression and the conditioned response of the compound of general formula (26) expression according to record among the 1-(i) can prepare the compound that general formula (45) is represented thus.
<preparation method 8 〉
8: general formula (46) → general formula (47)+general formula (48)
According to the condition of record among the 7-(i), can prepare the compound of general formula (47) and general formula (48) expression by the compound of general formula (46) expression.Condition such as solvent, temperature of reaction is not limited to the condition of document record.Above-mentioned 2 kinds of compounds can be by known separation and purification technology such as silica gel column chromatography separation and purification easily.
<preparation method 9 〉
Figure BPA00001310061501072
9-(i): general formula (49)+general formula (26) → general formula (50)
Have amino carboxylic-acid as starting raw material with what general formula (49) was represented, according to the condition of record among the 1-(i), the compound of representing with general formula (26) reacts, and can prepare the carboxylic-acid with acyl amino of general formula (50) expression thus.
9-is (ii): general formula (50) → general formula (51)
By known ordinary method, promptly, make the compound and reactions such as thionyl chloride, oxalyl chloride, carbonyl chloride, phosphorus oxychloride, phosphorus pentachloride, phosphorus trichloride, thionyl bromide, phosphorus tribromide, diethylaminosulfurtrifluoride of general formula (50) expression, can prepare the compound that general formula (51) is represented.
9-is (iii): general formula (51)+general formula (22) → general formula (1)
Compound that makes general formula (51) expression and the conditioned response of the compound of general formula (22) expression according to record among the 1-(i) can prepare the compound that general formula (1) is represented thus.
9-is (iv): general formula (50)+general formula (22) → general formula (1)
According to the condition of using the use condensing agent of record among the 1-(i) or according to the condition of using mixed anhydride method, make the compound of general formula (50) expression and the compound reaction of general formula (22) expression, can prepare the compound of general formula (1) expression thus.
Among whole preparation methods shown in above-mentioned, target substance can finish the back in reaction to be separated from reaction system according to ordinary method, as required, can carry out operations such as recrystallization, column chromatography, distillation and make with extra care.In addition, can target substance not separated from reaction system yet but it directly is supplied to next reactions steps.
Below, the 1st table provides the example of representative compounds of the amide derivatives of general formula (1) as the effective constituent of noxious organism control agent of the present invention, general formula (7) or general formula (8) expression to the 51st table, but the present invention is not limited thereto.
Need to prove that " n-" expression just in the table; " i-" expression is different; " s-" represents secondary; " t-" represents uncle; " Me " represents methyl; " Et " represents ethyl; " n-Pr " represents n-propyl; " i-Pr " represents sec.-propyl; " n-Bu " represents normal-butyl; " i-Bu " represents isobutyl-; " s-Bu " represents sec-butyl; " t-Bu " represents the tertiary butyl; " CF3 " represents trifluoromethyl; " C2F5 " represents pentafluoroethyl group; " n-C3F7 " represents seven fluorine n-propyls; " i-C3F7 " represents seven fluorine sec.-propyls; " OCF3 " represents trifluoromethoxy; " OC2F5 " represents five fluorine oxyethyl groups; " H " represents hydrogen atom; " F " represents fluorine atom; " Cl " expression chlorine atom; " Br " represents bromine atoms; " I " expression iodine atom; " O " represents Sauerstoffatom; " C (O) " represents carbonyl; " CN " represents cyano group; " Py " represents pyridyl; " Ph " represents phenyl; " S (O) 2 " represents alkylsulfonyl.
[table 1]
Figure BPA00001310061501091
The 1st table (1)
Figure BPA00001310061501092
Figure BPA00001310061501101
[table 2]
The 1st table (2)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-478 The 3-bromophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-479 The 4-bromophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-480 The 2-iodophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-481 The 3-iodophenyl H H H CN H H Cl H Pentafluoroethyl group H CF3
1-482 The 4-iodophenyl H H H CN H H Cl H Pentafluoroethyl group H CF3
1-483 (2-trifluoromethyl) phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-484 (3-trifluoromethyl) phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-485 (4-trifluoromethyl) phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-486 The 2-nitrophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-487 The 3-nitrophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-488 The 4-nitrophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-489 The 2-cyano-phenyl H H H CN H H Cl H Pentafluoroethyl group H C2F5
1-490 The 3-cyano-phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-491 The 4-cyano-phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-492 2, the 6-difluorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-493 3, the 4-dichlorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-494 The 2,4 dichloro benzene base H H H CN H H Cl H Seven fluorine sec.-propyls H C2F5
1-495 2-chloro-4-fluorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-496 2-chloro-4, the 5-difluorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-497 4-bromo-2-chloro-phenyl- H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-498 2-bromo-4-chloro-phenyl- H H H CN H H Cl H Seven fluorine sec.-propyls H n-C3F7
1-499 2-bromo-4-fluorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-500 2-chloro-4-nitrophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-501 3,5-dicyano phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-502 4-cyano group-2-fluorophenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-503 2-chloro-4-cyano-phenyl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-504 Pyridin-3-yl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-505 2-fluorine pyridin-3-yl H H H CN H H Cl H Pentafluoroethyl group H CF3
1-506 2-chloropyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-507 2-bromopyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-508 2-iodine pyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-509 2-(trifluoromethyl) pyridin-3-yl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-510 2-nitropyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-511 2-cyanopyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-512 6-fluorine pyridin-3-yl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-513 6-chloropyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-514 6-bromopyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-515 6-iodine pyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-516 6-(trifluoromethyl) pyridin-3-yl H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-517 6-nitropyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-518 6-cyanopyridine-3-base H H H CN H H Cl H Seven fluorine sec.-propyls H CF3
1-519 5-fluorine pyridin-3-yl H H H CN H H Cl H Seven fluorine sec.-propyls H C2F5
Figure BPA00001310061501121
[table 3]
The 1st table (3)
Figure BPA00001310061501131
Figure BPA00001310061501141
[table 4]
The 1st table (4)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-608 4-iodine pyridine-3-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-609 4-(trifluoromethyl) pyridin-3-yl H H H CN H H Cl H Nine fluoro-2-butyl H n-C3F7
1-610 4-nitropyridine-3-base H H H CN H H Cl H Nine fluoro-2-butyl H i-C3F7
1-611 4-cyanopyridine-3-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-612 2,6-dichloropyridine-3-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-613 N-pyridine oxide-3-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-614 Pyridin-4-yl H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-615 2-chloropyridine-4-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-616 3-bromopyridine-4-base H H H CN H H C?l H Nine fluoro-2-butyl H CF3
1-617 3,5-dichloropyridine-4-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-618 3-(trifluoromethyl) pyridin-4-yl H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-619 2,6-dicyanopyridine-4-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-620 N-pyridine oxide-4-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-621 Pyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-622 3-chloropyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-623 4-bromopyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-624 5-iodine pyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-625 6-chloropyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H CF3
1-626 4-cyanopyridine-2-base H H H CN H H Cl H Nine fluoro-2-butyl H C2F5
1-627 Phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-628 The 2-fluorophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-629 The 3-fluorophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-630 The 4-fluorophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-631 The 2-chloro-phenyl- H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-632 The 3-chloro-phenyl- H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-633 The 4-chloro-phenyl- H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-634 The 2-bromophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-635 The 3-bromophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-636 The 4-bromophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-637 The 2-iodophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-638 The 3-iodophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-639 The 4-iodophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-640 (2-trifluoromethyl) phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-641 (3-trifluoromethyl) phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-642 (4-trifluoromethyl) phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-643 The 2-nitrophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-644 The 3-nitrophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-645 The 4-nitrophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-646 The 2-cyano-phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-647 The 3-cyano-phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-648 The 4-cyano-phenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-649 2, the 6-difluorophenyl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061501161
[table 5]
The 1st table (5)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-672 6-iodine pyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-673 6-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-674 6-nitropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-675 6-cyanopyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-676 5-fluorine pyridin-3-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-677 5-chloropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-678 5-bromopyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-679 5-iodine pyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-680 5-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-681 5-nitropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-682 5-cyanopyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-683 4-fluorine pyridin-3-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-684 4-chloropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-685 4-bromopyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-686 4-iodine pyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-687 4-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-688 4-nitropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-689 4-cyanopyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-690 2,6-dichloropyridine-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-691 N-pyridine oxide-3-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-692 Pyridin-4-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-693 2-chloropyridine-4-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-694 3-bromopyridine-4-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-695 3,5-dichloropyridine-4-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-696 3-(trifluoromethyl) pyridin-4-yl H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-697 2,6-dicyanopyridine-4-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-698 N-pyridine oxide-4-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-699 Pyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-700 3-chloropyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-701 4-bromopyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-702 5-iodine pyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-703 6-chloropyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-704 4-cyanopyridine-2-base H H H CN H H Br H Seven fluorine sec.-propyls H CF3
1-705 Phenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-706 The 2-fluorophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-707 The 3-fluorophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-708 The 4-fluorophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-709 The 2-chloro-phenyl- H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-710 The 3-chloro-phenyl- H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-711 The 4-chloro-phenyl- H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-712 The 2-bromophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-713 The 3-bromophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501181
[table 6]
The 1st table (6)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-736 3,5-dicyano phenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-737 4-cyano group-2-fluorophenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-738 2-chloro-4-cyano-phenyl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-739 Pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-740 2-fluorine pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-741 2-chloropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-742 2-bromopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-743 2-iodine pyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-744 2-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-745 2-nitropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-746 2-cyanopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-747 6-fluorine pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-748 6-chloropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-749 6-bromopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-750 6-iodine pyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-751 6-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-752 6-nitropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-753 6-cyanopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-754 5-fluorine pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-755 5-chloropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-756 5-bromopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-757 5-iodine pyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-758 5-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-759 5-nitropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-760 5-cyanopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-761 4-fluorine pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-762 4-chloropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-763 4-bromopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-764 4-iodine pyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-765 4-(trifluoromethyl) pyridin-3-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-766 4-nitropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-767 4-cyanopyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-768 2,6-dichloropyridine-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-769 N-pyridine oxide-3-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-770 Pyridin-4-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-771 2-chloropyridine-4-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-772 3-bromopyridine-4-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-773 3,5-dichloropyridine-4-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-774 3-(trifluoromethyl) pyridin-4-yl H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-775 2,6-dicyanopyridine-4-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-776 N-pyridine oxide-4-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
1-777 Pyridine-2-base H H H CN H H Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501201
[table 7]
The 1st table (7)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-800 The 3-nitrophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-801 The 4-nitrophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-802 The 2-cyano-phenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-803 The 3-cyano-phenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-804 The 4-cyano-phenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-805 2, the 6-difluorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-806 3, the 4-dichlorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-807 The 2,4 dichloro benzene base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-808 2-chloro-4-fluorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-809 2-chloro-4, the 5-difluorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-810 4-bromo-2-chloro-phenyl- H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-811 2-bromo-4-chloro-phenyl- H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-812 2-bromo-4-fluorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-813 2-chloro-4-nitrophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-814 3,5-dicyano phenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-815 4-cyano group-2-fluorophenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-816 2-chloro-4-cyano-phenyl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-817 Pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-818 2-fluorine pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-819 2-chloropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-820 2-bromopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-821 2-iodine pyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-822 2-(trifluoromethyl) pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-823 2-nitropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-824 2-cyanopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-825 6-fluorine pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-826 6-chloropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-827 6-bromopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-828 6-iodine pyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-829 6-(trifluoromethyl) pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-830 6-nitropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-831 6-cyanopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-832 5-fluorine pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-833 5-chloropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-834 5-bromopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-835 5-iodine pyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-836 5-(trifluoromethyl) pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-837 5-nitropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-838 5-cyanopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-839 4-fluorine pyridin-3-yl H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-840 4-chloropyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
1-841 4-bromopyridine-3-base H H H CN H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061501221
[table 8]
The 1st table (8)
Figure BPA00001310061501231
Figure BPA00001310061501241
[table 9]
The 1st table (9)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-927 2-chloropyridine-4-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-928 3-bromopyridine-4-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-929 3,5-dichloropyridine-4-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-930 3-(trifluoromethyl) pyridin-4-yl H H H CN H H I H Nine fluoro-2-butyl H CF3
1-931 2,6-dicyanopyridine-4-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-932 N-pyridine oxide-4-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-933 Pyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-934 3-chloropyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-935 4-bromopyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-936 5-iodine pyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-937 6-chloropyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-938 4-cyanopyridine-2-base H H H CN H H I H Nine fluoro-2-butyl H CF3
1-939 Phenyl H H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-954 The 3-cyano-phenyl H H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-955 The 4-cyano-phenyl H H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-970 2-chloropyridine-3-base H H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-995 Phenyl H H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
1-1010 The 3-cyano-phenyl H H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
1-1011 The 4-cyano-phenyl H H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
1-1026 2-chloropyridine-3-base H H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
1-1051 Phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
1-1066 The 3-cyano-phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
1-1067 The 4-cyano-phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
1-1082 2-chloropyridine-3-base H H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
1-1107 Phenyl H H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
1-1122 The 3-cyano-phenyl H H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
1-1123 The 4-cyano-phenyl H H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
1-1138 2-chloropyridine-3-base H H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
1-1163 Phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
1-1175 The 4-iodophenyl H H H CN H H CF3 H Pentafluoroethyl group H CF3
1-1177 (3-trifluoromethyl) phenyl H H H CN H H C2F5 H Seven fluorine sec.-propyls H CF3
1-1183 The 3-cyano-phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
1-1184 The 4-cyano-phenyl H H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
1-1190 4-bromo-2-chloro-phenyl- H H H CN H H n-C3F7 H Seven fluorine sec.-propyls H CF3
1-1195 4-cyano group-2-fluorophenyl H H H CN H H i-C3F7 H Seven fluorine sec.-propyls H CF3
1-1199 2-chloropyridine-3-base H H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
1-1200 2-bromopyridine-3-base H H H CN H H C2F5 H Seven fluorine sec.-propyls H C2F5
1-1211 6-cyanopyridine-3-base H H H CN H H C2F5 H Seven fluorine sec.-propyls H n-C3F7
1-1215 4-cyanopyridine-3-base H H H CN H H C2F5 H Seven fluorine sec.-propyls H i-C3F7
1-1231 Phenyl H H H CN H H CF3 H Nine fluoro-2-butyl H CF3
1-1243 The 4-iodophenyl H H H CN H H C2F5 H Nine fluoro-2-butyl H CF3
1-1251 The 3-cyano-phenyl H H H CN H H CF3 H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501261
[table 10]
The 1st table (10)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-1554 The 4-cyano-phenyl H H F CN H H Br H Nine fluoro-2-butyl H OCF3
1-1569 2-chloropyridine-3-base H H F CN H H Br H Nine fluoro-2-butyl H OCF3
1-1611 Phenyl H H F CN H H I H Seven fluorine sec.-propyls H OCF3
1-1631 The 3-cyano-phenyl H H F CN H H I H Seven fluorine sec.-propyls H OCF3
1-1632 The 4-cyano-phenyl H H F CN H H I H Seven fluorine sec.-propyls H OCF3
1-1647 2-chloropyridine-3-base H H F CN H H I H Seven fluorine sec.-propyls H OCF3
1-1689 Phenyl H H F CN H H I H Nine fluoro-2-butyl H OCF3
1-1709 The 3-cyano-phenyl H H F CN H H I H Nine fluoro-2-butyl H OCF3
1-1710 The 4-cyano-phenyl H H F CN H H I H Nine fluoro-2-butyl H OCF3
1-1725 2-chloropyridine-3-base H H F CN H H I H Nine fluoro-2-butyl H OCF3
1-1767 Phenyl H H F CN H H F H Seven fluorine sec.-propyls H CF3
1-1768 Phenyl H H F CN H H Cl H Seven fluorine sec.-propyls H CF3
1-1788 The 3-cyano-phenyl H H F CN H H Cl H Seven fluorine sec.-propyls H CF3
1-1789 The 4-cyano-phenyl H H F CN H H Cl H Seven fluorine sec.-propyls H CF3
1-1804 2-chloropyridine-3-base H H F CN H H Cl H Seven fluorine sec.-propyls H CF3
1-1846 Phenyl H H F CN H H F H Nine fluoro-2-butyl H CF3
1-1847 Phenyl H H F CN H H Cl H Nine fluoro-2-butyl H CF3
1-1867 The 3-cyano-phenyl H H F CN H H Cl H Nine fluoro-2-butyl H CF3
1-1868 The 4-cyano-phenyl H H F CN H H Cl H Nine fluoro-2-butyl H CF3
1-1883 2-chloropyridine-3-base H H F CN H H Cl H Nine fluoro-2-butyl H CF3
1-1925 Phenyl H H F CN H H Br H Seven fluorine sec.-propyls H CF3
1-1945 The 3-cyano-phenyl H H F CN H H Br H Seven fluorine sec.-propyls H CF3
1-1946 The 4-cyano-phenyl H H F CN H H Br H Seven fluorine sec.-propyls H CF3
1-1961 2-chloropyridine-3-base H H F CN H H Br H Seven fluorine sec.-propyls H CF3
1-1968 6-chloropyridine-3-base H H F CN H H Br H Seven fluorine sec.-propyls H CF3
1-2003 Phenyl H H F CN H H Br H Nine fluoro-2-butyl H CF3
1-2023 The 3-cyano-phenyl H H F CN H H Br H Nine fluoro-2-butyl H CF3
1-2024 The 4-cyano-phenyl H H F CN H H Br H Nine fluoro-2-butyl H CF3
1-2039 2-chloropyridine-3-base H H F CN H H Br H Nine fluoro-2-butyl H CF3
1-2081 Phenyl H H F CN H H I H Seven fluorine sec.-propyls H CF3
1-2101 The 3-cyano-phenyl H H F CN H H I H Seven fluorine sec.-propyls H CF3
1-2102 The 4-cyano-phenyl H H F CN H H I H Seven fluorine sec.-propyls H CF3
1-2117 2-chloropyridine-3-base H H F CN H H I H Seven fluorine sec.-propyls H CF3
1-2159 Phenyl H H F CN H H I H Nine fluoro-2-butyl H CF3
1-2179 The 3-cyano-phenyl H H F CN H H I H Nine fluoro-2-butyl H CF3
1-2180 The 4-cyano-phenyl H H F CN H H I H Nine fluoro-2-butyl H CF3
1-2195 2-chloropyridine-3-base H H F CN H H I H Nine fluoro-2-butyl H CF3
1-2237 Phenyl H H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-2252 The 3-cyano-phenyl H H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-2253 The 4-cyano-phenyl H H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-2268 2-chloropyridine-3-base H H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
1-2293 Phenyl H H F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
[table 11]
The 1st table (11)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-2618 The 4-cyano-phenyl H H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
1-2633 2-chloropyridine-3-base H H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
1-2675 Phenyl H H F CN F H Cl H Nine fluoro-2-butyl H OCF3
1-2695 The 3-cyano-phenyl H H F CN F H Cl H Nine fluoro-2-butyl H OCF3
1-2696 The 4-cyano-phenyl H H F CN F H Cl H Nine fluoro-2-butyl H OCF3
1-2711 2-chloropyridine-3-base H H F CN F H Cl H Nine fluoro-2-butyl H OCF3
1-2753 Phenyl H H F CN F H Br H Seven fluorine sec.-propyls H OCF3
1-2773 The 3-cyano-phenyl H H F CN F H Br H Seven fluorine sec.-propyls H OCF3
1-2774 The 4-cyano-phenyl H H F CN F H Br H Seven fluorine sec.-propyls H OCF3
1-2789 2-chloropyridine-3-base H H F CN F H Br H Seven fluorine sec.-propyls H OCF3
1-2831 Phenyl H H F CN F H Br H Nine fluoro-2-butyl H OCF3
1-2851 The 3-cyano-phenyl H H F CN F H Br H Nine fluoro-2-butyl H OCF3
1-2852 The 4-cyano-phenyl H H F CN F H Br H Nine fluoro-2-butyl H OCF3
1-2867 2-chloropyridine-3-base H H F CN F H Br H Nine fluoro-2-butyl H OCF3
1-2909 Phenyl H H F CN F H I H Seven fluorine sec.-propyls H OCF3
1-2929 The 3-cyano-phenyl H H F CN F H I H Seven fluorine sec.-propyls H OCF3
1-2930 The 4-cyano-phenyl H H F CN F H I H Seven fluorine sec.-propyls H OCF3
1-2945 2-chloropyridine-3-base H H F CN F H I H Seven fluorine sec.-propyls H OCF3
1-2987 Phenyl H H F CN F H I H Nine fluoro-2-butyl H OCF3
1-3007 The 3-cyano-phenyl H H F CN F H I H Nine fluoro-2-butyl H OCF3
1-3008 The 4-cyano-phenyl H H F CN F H I H Nine fluoro-2-butyl H OCF3
1-3023 2-chloropyridine-3-base H H F CN F H I H Nine fluoro-2-butyl H OCF3
1-3065 Phenyl H H F CN F H F H Seven fluorine sec.-propyls H CF3
1-3066 Phenyl H H F CN F H Cl H Seven fluorine sec.-propyls H CF3
1-3086 The 3-cyano-phenyl H H F CN F H Cl H Seven fluorine sec.-propyls H CF3
1-3087 The 4-cyano-phenyl H H F CN F H Cl H Seven fluorine sec.-propyls H CF3
1-3102 2-chloropyridine-3-base H H F CN F H Cl H Seven fluorine sec.-propyls H CF3
1-3144 Phenyl H H F CN F H F H Nine fluoro-2-butyl H CF3
1-3145 Phenyl H H F CN F H Cl H Nine fluoro-2-butyl H CF3
1-3165 The 3-cyano-phenyl H H F CN F H Cl H Nine fluoro-2-butyl H CF3
1-3166 The 4-cyano-phenyl H H F CN F H Cl H Nine fluoro-2-butyl H CF3
1-3181 2-chloropyridine-3-base H H F CN F H Cl H Nine fluoro-2-butyl H CF3
1-3223 Phenyl H H F CN F H Br H Seven fluorine sec.-propyls H CF3
1-3243 The 3-cyano-phenyl H H F CN F H Br H Seven fluorine sec.-propyls H CF3
1-3244 The 4-cyano-phenyl H H F CN F H Br H Seven fluorine sec.-propyls H CF3
1-3259 2-chloropyridine-3-base H H F CN F H Br H Seven fluorine sec.-propyls H CF3
1-3301 Phenyl H H F CN F H Br H Nine fluoro-2-butyl H CF3
1-3321 The 3-cyano-phenyl H H F CN F H Br H Nine fluoro-2-butyl H CF3
1-3322 The 4-cyano-phenyl H H F CN F H Br H Nine fluoro-2-butyl H CF3
1-3337 2-chloropyridine-3-base H H F CN F H Br H Nine fluoro-2-butyl H CF3
1-3379 Phenyl H H F CN F H I H Seven fluorine sec.-propyls H CF3
1-3399 The 3-cyano-phenyl H H F CN F H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061501301
[table 12]
The 1st table (12)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
1-3759 Phenyl H H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
1-3779 The 3-cyano-phenyl H H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
1-3780 The 4-cyano-phenyl H H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
1-3795 2-chloropyridine-3-base H H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
1-3827 Phenyl H H F CN F H CF3 H Nine fluoro-2-butyl H CF3
1-3847 The 3-cyano-phenyl H H F CN F H CF3 H Nine fluoro-2-butyl H CF3
1-3848 The 4-cyano-phenyl H H F CN F H CF3 H Nine fluoro-2-butyl H CF3
1-3863 2-chloropyridine-3-base H H F CN F H CF3 H Nine fluoro-2-butyl H CF3
[table 13]
Figure BPA00001310061501311
The 2nd table (1)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-1 Phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-21 The 3-cyano-phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-22 The 4-cyano-phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-37 2-chloropyridine-3-base Me H H CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-79 Phenyl Me H H CN H H Cl H Nine fluoro-2-butyl H OCF3
2-99 The 3-cyano-phenyl Me H H CN H H Cl H Nine fluoro-2-butyl H OCF3
2-100 The 4-cyano-phenyl Me H H CN H H Cl H Nine fluoro-2-butyl H OCF3
2-115 2-chloropyridine-3-base Me H H CN H H Cl H Nine fluoro-2-butyl H OCF3
2-157 Phenyl Me H H CN H H Br H Seven fluorine sec.-propyls H OCF3
2-177 The 3-cyano-phenyl Me H H CN H H Br H Seven fluorine sec.-propyls H OCF3
2-178 The 4-cyano-phenyl Me H H CN H H Br H Seven fluorine sec.-propyls H OCF3
2-193 2-chloropyridine-3-base Me H H CN H H Br H Seven fluorine sec.-propyls H OCF3
2-235 Phenyl Me H H CN H H Br H Nine fluoro-2-butyl H OCF3
2-255 The 3-cyano-phenyl Me H H CN H H Br H Nine fluoro-2-butyl H OCF3
2-256 The 4-cyano-phenyl Me H H CN H H Br H Nine fluoro-2-butyl H OCF3
2-271 2-chloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H OCF3
2-313 Phenyl Me H H CN H H I H Seven fluorine sec.-propyls H OCF3
2-333 The 3-cyano-phenyl Me H H CN H H I H Seven fluorine sec.-propyls H OCF3
2-334 The 4-cyano-phenyl Me H H CN H H I H Seven fluorine sec.-propyls H OCF3
2-349 2-chloropyridine-3-base Me H H CN H H I H Seven fluorine sec.-propyls H OCF3
2-391 Phenyl Me H H CN H H I H Nine fluoro-2-butyl H OCF3
2-411 The 3-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H OCF3
2-412 The 4-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H OCF3
2-427 2-chloropyridine-3-base Me H H CN H H I H Nine fluoro-2-butyl H OCF3
2-469 Phenyl Me H H CN H H F H Seven fluorine sec.-propyls H CF3
2-470 Phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H CF3
2-481 The 3-iodophenyl Me H H CN H H Cl H Pentafluoroethyl group H CF3
2-482 The 4-iodophenyl Me H H CN H H Cl H Pentafluoroethyl group H CF3
2-484 (3-trifluoromethyl) phenyl Et H H CN H H Cl H Seven fluorine sec.-propyls H CF3
2-489 The 2-cyano-phenyl Me H H CN H H Cl H Pentafluoroethyl group H C2F5
2-490 The 3-cyano-phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H CF3
2-491 The 4-cyano-phenyl Me H H CN H H Cl H Seven fluorine sec.-propyls H CF3
2-494 The 2,4 dichloro benzene base Me H H CN H H Cl H Seven fluorine sec.-propyls H C2F5
2-495 2-chloro-4-fluorophenyl n-Pr H H CN H H Cl H Seven fluorine sec.-propyls H CF3
2-498 2-bromo-4-chloro-phenyl- Me H H CN H H Cl H Seven fluorine sec.-propyls H n-C3F7
Figure BPA00001310061501321
[table 14]
The 2nd table (2)
Figure BPA00001310061501331
Figure BPA00001310061501341
[table 15]
The 2nd table (3)
Figure BPA00001310061501351
Figure BPA00001310061501361
[table 16]
The 2nd table (4)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-739 Pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-740 2-fluorine pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-741 2-chloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-742 2-bromopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-743 2-iodine pyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-744 2-(trifluoromethyl) pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-745 2-nitropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-746 2-cyanopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-747 6-fluorine pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-748 6-chloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-749 6-bromopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-750 6-iodine pyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-751 6-(trifluoromethyl) pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-752 6-nitropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-753 6-cyanopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-754 5-fluorine pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-755 5-chloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-756 5-bromopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-757 5-iodine pyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-758 5-(trifluoromethyl) pyridin-3-yl CN H H CN H H Br H Nine fluoro-2-butyl H CF3
2-759 5-nitropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-760 5-cyanopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-761 4-fluorine pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-762 4-chloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-763 4-bromopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-764 4-iodine pyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-765 4-(trifluoromethyl) pyridin-3-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-766 4-nitropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-767 4-cyanopyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-768 2,6-dichloropyridine-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-769 N-pyridine oxide-3-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-770 Pyridin-4-yl Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-771 2-chloropyridine-4-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-772 3-bromopyridine-4-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
2-773 3,5-dichloropyridine-4-base Me H H CN H H Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501381
[table 17]
The 2nd table (5)
Figure BPA00001310061501391
Figure BPA00001310061501401
[table 18]
The 2nd table (6)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-867 The 4-chloro-phenyl- Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-868 The 2-bromophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-869 The 3-bromophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-870 The 4-bromophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-871 The 2-iodophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-872 The 3-iodophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-873 The 4-iodophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-874 (2-trifluoromethyl) phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-875 (3-trifluoromethyl) phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-876 (4-trifluoromethyl) phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-877 The 2-nitrophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-878 The 3-nitrophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-879 The 4-nitrophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-880 The 2-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-881 The 3-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-882 The 4-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-883 2, the 6-difluorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-884 3, the 4-dichlorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-885 The 2,4 dichloro benzene base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-886 2-chloro-4-fluorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-887 2-chloro-4, the 5-difluorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-888 4-bromo-2-chloro-phenyl- Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-889 2-bromo-4-chloro-phenyl- Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-890 2-bromo-4-fluorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-891 2-chloro-4-nitrophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-892 3,5-dicyano phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-893 4-cyano group-2-fluorophenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-894 2-chloro-4-cyano-phenyl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-895 Pyridin-3-yl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-896 2-fluorine pyridin-3-yl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-897 2-chloropyridine-3-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-898 2-bromopyridine-3-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-899 2-iodine pyridine-3-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-900 2-(trifluoromethyl) pyridin-3-yl Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-901 2-nitropyridine-3-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501421
[table 19]
The 2nd table (7)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-931 2,6-dicyanopyridine-4-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-932 N-pyridine oxide-4-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-933 Pyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-934 3-chloropyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-935 4-bromopyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-936 5-iodine pyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-937 6-chloropyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-938 4-cyanopyridine-2-base Me H H CN H H I H Nine fluoro-2-butyl H CF3
2-939 Phenyl Me H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
2-970 2-chloropyridine-3-base Me H H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
2-995 Phenyl Me H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
2-1026 2-chloropyridine-3-base Me H H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
2-1051 Phenyl Me H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
2-1082 2-chloropyridine-3-base Me H H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
2-1107 Phenyl Me H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
2-1138 2-chloropyridine-3-base Me H H CN H H CF3 H Nine fluoro-2-butyl H OCF3
2-1163 Phenyl Me H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-1183 The 3-cyano-phenyl Me H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-1184 The 4-cyano-phenyl Me H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-1199 2-chloropyridine-3-base Me H H CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-1231 Phenyl Me H H CN H H CF3 H Nine fluoro-2-butyl H CF3
2-1251 The 3-cyano-phenyl Me H H CN H H CF3 H Nine fluoro-2-butyl H CF3
2-1252 The 4-cyano-phenyl Me H H CN H H CF3 H Nine fluoro-2-butyl H CF3
2-1267 2-chloropyridine-3-base Me H H CN H H CF3 H Nine fluoro-2-butyl H CF3
2-1299 Phenyl Me H F CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-1319 The 3-cyano-phenyl Me H F CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-1320 The 4-cyano-phenyl Me H F CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-1335 2-chloropyridine-3-base Me H F CN H H Cl H Seven fluorine sec.-propyls H OCF3
2-1377 Phenyl Me H F CN H H Cl H Nine fluoro-2-butyl H OCF3
2-1397 The 3-cyano-phenyl Me H F CN H H Cl H Nine fluoro-2-butyl H OCF3
2-1398 The 4-cyano-phenyl Me H F CN H H Cl H Nine fluoro-2-butyl H OCF3
2-1413 2-chloropyridine-3-base Me H F CN H H Cl H Nine fluoro-2-butyl H OCF3
2-1455 Phenyl Me H F CN H H Br H Seven fluorine sec.-propyls H OCF3
2-1475 The 3-cyano-phenyl Me H F CN H H Br H Seven fluorine sec.-propyls H OCF3
2-1476 The 4-cyano-phenyl Me H F CN H H Br H Seven fluorine sec.-propyls H OCF3
2-1491 2-chloropyridine-3-base Me H F CN H H Br H Seven fluorine sec.-propyls H OCF3
2-1533 Phenyl Me H F CN H H Br H Nine fluoro-2-butyl H OCF3
2-1553 The 3-cyano-phenyl Me H F CN H H Br H Nine fluoro-2-butyl H OCF3
2-1554 The 4-cyano-phenyl Me H F CN H H Br H Nine fluoro-2-butyl H OCF3
2-1569 2-chloropyridine-3-base Me H F CN H H Br H Nine fluoro-2-butyl H OCF3
2-1611 Phenyl Me H F CN H H I H Seven fluorine sec.-propyls H OCF3
2-1631 The 3-cyano-phenyl Me H F CN H H I H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061501441
[table 20]
The 2nd table (8)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-2024 The 4-cyano-phenyl Me H F CN H H Br H Nine fluoro-2-butyl H CF3
2-2039 2-chloropyridine-3-base Me H F CN H H Br H Nine fluoro-2-butyl H CF3
2-2081 Phenyl Me H F CN H H I H Seven fluorine sec.-propyls H CF3
2-2101 The 3-cyano-phenyl Me H F CN H H I H Seven fluorine sec.-propyls H CF3
2-2102 The 4-cyano-phenyl Me H F CN H H I H Seven fluorine sec.-propyls H CF3
2-2117 2-chloropyridine-3-base Me H F CN H H I H Seven fluorine sec.-propyls H CF3
2-2159 Phenyl Me H F CN H H I H Nine fluoro-2-butyl H CF3
2-2179 The 3-cyano-phenyl Me H F CN H H I H Nine fluoro-2-butyl H CF3
2-2180 The 4-cyano-phenyl Me H F CN H H I H Nine fluoro-2-butyl H CF3
2-2195 2-chloropyridine-3-base Me H F CN H H I H Nine fluoro-2-butyl H CF3
2-2237 Phenyl Me H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
2-2268 2-chloropyridine-3-base Me H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
2-2293 Phenyl Me H F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
2-2324 2-chloropyridine-3-base Me H F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
2-2349 Phenyl Me H F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
2-2380 2-chloropyridine-3-base Me H F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
2-2405 Phenyl Me H F CN H H CF3 H Nine fluoro-2-butyl H OCF3
2-2436 2-chloropyridine-3-base Me H F CN H H CF3 H Nine fluoro-2-butyl H OCF3
2-2461 Phenyl Me H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-2481 The 3-cyano-phenyl Me H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-2482 The 4-cyano-phenyl Me H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-2497 2-chloropyridine-3-base Me H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
2-2529 Phenyl Me H F CN H H CF3 H Nine fluoro-2-butyl H CF3
2-2549 The 3-cyano-phenyl Me H F CN H H CF3 H Nine fluoro-2-butyl H CF3
2-2550 The 4-cyano-phenyl Me H F CN H H CF3 H Nine fluoro-2-butyl H CF3
2-2565 2-chloropyridine-3-base Me H F CN H H CF3 H Nine fluoro-2-butyl H CF3
2-2597 Phenyl Me H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
2-2617 The 3-cyano-phenyl Me H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
2-2618 The 4-cyano-phenyl Me H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
2-2633 2-chloropyridine-3-base Me H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
2-2675 Phenyl Me H F CN F H Cl H Nine fluoro-2-butyl H OCF3
2-2695 The 3-cyano-phenyl Me H F CN F H Cl H Nine fluoro-2-butyl H OCF3
2-2696 The 4-cyano-phenyl Me H F CN F H Cl H Nine fluoro-2-butyl H OCF3
2-2711 2-chloropyridine-3-base Me H F CN F H Cl H Nine fluoro-2-butyl H OCF3
2-2753 Phenyl Me H F CN F H Br H Seven fluorine sec.-propyls H OCF3
2-2773 The 3-cyano-phenyl Me H F CN F H Br H Seven fluorine sec.-propyls H OCF3
2-2774 The 4-cyano-phenyl Me H F CN F H Br H Seven fluorine sec.-propyls H OCF3
2-2789 2-chloropyridine-3-base Me H F CN F H Br H Seven fluorine sec.-propyls H OCF3
2-2831 Phenyl Me H F CN F H Br H Nine fluoro-2-butyl H OCF3
2-2851 The 3-cyano-phenyl Me H F CN F H Br H Nine fluoro-2-butyl H OCF3
2-2852 The 4-cyano-phenyl Me H F CN F H Br H Nine fluoro-2-butyl H OCF3
2-2867 2-chloropyridine-3-base Me H F CN F H Br H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061501461
[table 21]
The 2nd table (9)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
2-3321 The 3-cyano-phenyl Me H F CN F H Br H Nine fluoro-2-butyl H CF3
2-3322 The 4-cyano-phenyl Me H F CN F H Br H Nine fluoro-2-butyl H CF3
2-3337 2-chloropyridine-3-base Me H F CN F H Br H Nine fluoro-2-butyl H CF3
2-3379 Phenyl Me H F CN F H I H Seven fluorine sec.-propyls H CF3
2-3399 The 3-cyano-phenyl Me H F CN F H I H Seven fluorine sec.-propyls H CF3
2-3400 The 4-cyano-phenyl Me H F CN F H I H Seven fluorine sec.-propyls H CF3
2-3415 2-chloropyridine-3-base Me H F CN F H I H Seven fluorine sec.-propyls H CF3
2-3457 Phenyl Me H F CN F H I H Nine fluoro-2-butyl H CF3
2-3477 The 3-cyano-phenyl Me H F CN F H I H Nine fluoro-2-butyl H CF3
2-3478 The 4-cyano-phenyl Me H F CN F H I H Nine fluoro-2-butyl H CF3
2-3493 2-chloropyridine-3-base Me H F CN F H I H Nine fluoro-2-butyl H CF3
2-3494 2-bromopyridine-3-base Me H F CN F H I H Nine fluoro-2-butyl H CF3
2-3535 Phenyl Me H F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
2-3566 2-chloropyridine-3-base Me H F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
2-3591 Phenyl Me H F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
2-3622 2-chloropyridine-3-base Me H F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
2-3647 Phenyl Me H F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
2-3678 2-chloropyridine-3-base Me H F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
2-3703 Phenyl Me H F CN F H CF3 H Nine fluoro-2-butyl H OCF3
2-3734 2-chloropyridine-3-base Me H F CN F H CF3 H Nine fluoro-2-butyl H OCF3
2-3759 Phenyl Me H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
2-3779 The 3-cyano-phenyl Me H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
2-3780 The 4-cyano-phenyl Me H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
2-3795 2-chloropyridine-3-base Me H F CN F H CF3 H Seven fluorine sec.-propyls H CF3
2-3827 Phenyl Me H F CN F H CF3 H Nine fluoro-2-butyl H CF3
2-3847 The 3-cyano-phenyl Me H F CN F H CF3 H Nine fluoro-2-butyl H CF3
2-3848 The 4-cyano-phenyl Me H F CN F H CF3 H Nine fluoro-2-butyl H CF3
2-3863 2-chloropyridine-3-base Me H F CN F H CF3 H Nine fluoro-2-butyl H CF3
[table 22]
Figure BPA00001310061501481
The 3rd table (1)
Figure BPA00001310061501491
[table 23]
The 3rd table (2)
Figure BPA00001310061501501
Figure BPA00001310061501511
[table 24]
The 3rd table (3)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
3-1925 Phenyl H Me F CN H H Br H Seven fluorine sec.-propyls H CF3
3-1945 The 3-cyano-phenyl H Me F CN H H Br H Seven fluorine sec.-propyls H CF3
3-1946 The 4-cyano-phenyl H Me F CN H H Br H Seven fluorine sec.-propyls H CF3
3-1961 2-chloropyridine-3-base H Me F CN H H Br H Seven fluorine sec.-propyls H CF3
3-2003 Phenyl H Me F CN H H Br H Nine fluoro-2-butyl H CF3
3-2023 The 3-cyano-phenyl H Me F CN H H Br H Nine fluoro-2-butyl H CF3
3-2024 The 4-cyano-phenyl H Me F CN H H Br H Nine fluoro-2-butyl H CF3
3-2039 2-chloropyridine-3-base H Me F CN H H Br H Nine fluoro-2-butyl H CF3
3-2081 Phenyl H Me F CN H H I H Seven fluorine sec.-propyls H CF3
3-2101 The 3-cyano-phenyl H Me F CN H H I H Seven fluorine sec.-propyls H CF3
3-2102 The 4-cyano-phenyl H Me F CN H H I H Seven fluorine sec.-propyls H CF3
3-2117 2-chloropyridine-3-base H Me F CN H H I H Seven fluorine sec.-propyls H CF3
3-2159 Phenyl H Me F CN H H I H Nine fluoro-2-butyl H CF3
3-2179 The 3-cyano-phenyl H Me F CN H H I H Nine fluoro-2-butyl H CF3
3-2180 The 4-cyano-phenyl H Me F CN H H I H Nine fluoro-2-butyl H CF3
3-2195 2-chloropyridine-3-base H Me F CN H H I H Nine fluoro-2-butyl H CF3
3-2237 Phenyl H Me F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
3-2268 2-chloropyridine-3-base H Me F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
3-2293 Phenyl H Me F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
3-2324 2-chloropyridine-3-base H Me F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
3-2349 Phenyl H Me F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
3-2380 2-chloropyridine-3-base H Me F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
3-2405 Phenyl H Me F CN H H CF3 H Nine fluoro-2-butyl H OCF3
3-2436 2-chloropyridine-3-base H Me F CN H H CF3 H Nine fluoro-2-butyl H OCF3
3-2461 Phenyl H Me F CN H H CF3 H Seven fluorine sec.-propyls H CF3
3-2481 The 3-cyano-phenyl H Me F CN H H CF3 H Seven fluorine sec.-propyls H CF3
3-2482 The 4-cyano-phenyl H Me F CN H H CF3 H Seven fluorine sec.-propyls H CF3
3-2497 2-chloropyridine-3-base H Me F CN H H CF3 H Seven fluorine sec.-propyls H CF3
3-2529 Phenyl H Me F CN H H CF3 H Nine fluoro-2-butyl H CF3
3-2549 The 3-cyano-phenyl H Me F CN H H CF3 H Nine fluoro-2-butyl H CF3
3-2550 The 4-cyano-phenyl H Me F CN H H CF3 H Nine fluoro-2-butyl H CF3
3-2565 2-chloropyridine-3-base H Me F CN H H CF3 H Nine fluoro-2-butyl H CF3
3-2597 Phenyl H Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
3-2617 The 3-cyano-phenyl H Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
3-2618 The 4-cyano-phenyl H Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
3-2633 2-chloropyridine-3-base H Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
3-2675 Phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
3-2695 The 3-cyano-phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
3-2696 The 4-cyano-phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
3-2711 2-chloropyridine-3-base H Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
3-2753 Phenyl H Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061501531
[table 25]
The 3rd table (4)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
3-3102 2-chloropyridine-3-base H Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
3-3144 Phenyl H Me F CN F H F H Nine fluoro-2-butyl H CF3
3-3145 Phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H CF3
3-3165 The 3-cyano-phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H CF3
3-3166 The 4-cyano-phenyl H Me F CN F H Cl H Nine fluoro-2-butyl H CF3
3-3181 2-chloropyridine-3-base H Me F CN F H Cl H Nine fluoro-2-butyl H CF3
3-3223 Phenyl H Me F CN F H Br H Seven fluorine sec.-propyls H CF3
3-3243 The 3-cyano-phenyl H Me F CN F H Br H Seven fluorine sec.-propyls H CF3
3-3244 The 4-cyano-phenyl H Me F CN F H Br H Seven fluorine sec.-propyls H CF3
3-3259 2-chloropyridine-3-base H Me F CN F H Br H Seven fluorine sec.-propyls H CF3
3-3301 Phenyl H Me F CN F H Br H Nine fluoro-2-butyl H CF3
3-3321 The 3-cyano-phenyl H Me F CN F H Br H Nine fluoro-2-butyl H CF3
3-3322 The 4-cyano-phenyl H Me F CN F H Br H Nine fluoro-2-butyl H CF3
3-3337 2-chloropyridine-3-base H Me F CN F H Br H Nine fluoro-2-butyl H CF3
3-3379 Phenyl H Me F CN F H I H Seven fluorine sec.-propyls H CF3
3-3399 The 3-cyano-phenyl H Me F CN F H I H Seven fluorine sec.-propyls H CF3
3-3400 The 4-cyano-phenyl H Me F CN F H I H Seven fluorine sec.-propyls H CF3
3-3415 2-chloropyridine-3-base H Me F CN F H I H Seven fluorine sec.-propyls H CF3
3-3457 Phenyl H Me F CN F H I H Nine fluoro-2-butyl H CF3
3-3477 The 3-cyano-phenyl H Me F CN F H I H Nine fluoro-2-butyl H CF3
3-3478 The 4-cyano-phenyl H Me F CN F H I H Nine fluoro-2-butyl H CF3
3-3493 2-chloropyridine-3-base H Me F CN F H I H Nine fluoro-2-butyl H CF3
3-3535 Phenyl H Me F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
3-3566 2-chloropyridine-3-base H Me F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
3-3591 Phenyl H Me F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
3-3622 2-chloropyridine-3-base H Me F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
3-3647 Phenyl H Me F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
3-3678 2-chloropyridine-3-base H Me F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
3-3703 Phenyl H Me F CN F H CF3 H Nine fluoro-2-butyl H OCF3
3-3734 2-chloropyridine-3-base H Me F CN F H CF3 H Nine fluoro-2-butyl H OCF3
3-3759 Phenyl H Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
3-3779 The 3-cyano-phenyl H Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
3-3780 The 4-cyano-phenyl H Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
3-3795 2-chloropyridine-3-base H Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
[table 26]
Figure BPA00001310061501551
The 4th table (1)
Figure BPA00001310061501552
Figure BPA00001310061501561
[table 27]
The 4th table (2)
Figure BPA00001310061501571
Figure BPA00001310061501581
[table 28]
The 4th table (3)
Figure BPA00001310061501591
Figure BPA00001310061501601
[table 29]
The 4th table (4)
Figure BPA00001310061501611
Figure BPA00001310061501621
[table 30]
The 4th table
(5)
Figure BPA00001310061501631
Figure BPA00001310061501641
[table 31]
The 4th table (6)
Figure BPA00001310061501661
[table 32]
The 4th table (7)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
4-3745 Phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
4-3765 The 3-cyano-phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
4-3766 The 4-cyano-phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
4-3781 2-chloropyridine-3-base Me Me F CN F H C?l H Seven fluorine sec.-propyls H OCF3
4-3823 Phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
4-3843 The 3-cyano-phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
4-3844 The 4-cyano-phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
4-3859 2-chloropyridine-3-base Me Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
4-3901 Phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
4-3921 The 3-cyano-phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
4-3922 The 4-cyano-phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
4-3937 2-chloropyridine-3-base Me Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
4-3979 Phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H OCF3
4-3999 The 3-cyano-phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H OCF3
4-4000 The 4-cyano-phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H OCF3
4-4015 2-chloropyridine-3-base Me Me F CN F H Br H Nine fluoro-2-butyl H OCF3
4-4057 Phenyl Me Me F CN F H I H Seven fluorine sec.-propyls H OCF3
4-4077 The 3-cyano-phenyl Me Me F CN F H I H Seven fluorine sec.-propyls H OCF3
4-4078 The 4-cyano-phenyl Me Me F CN F H I H Seven fluorine sec.-propyls H OCF3
4-4093 2-chloropyridine-3-base Me Me F CN F H I H Seven fluorine sec.-propyls H OCF3
4-4135 Phenyl Me Me F CN F H I H Nine fluoro-2-butyl H OCF3
4-4155 The 3-cyano-phenyl Me Me F CN F H I H Nine fluoro-2-butyl H OCF3
4-4156 The 4-cyano-phenyl Me Me F CN F H I H Nine fluoro-2-butyl H OCF3
4-4171 2-chloropyridine-3-base Me Me F CN F H I H Nine fluoro-2-butyl H OCF3
4-4409 Phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
4-4410 Phenyl Et Me F CN F H F H Seven fluorine sec.-propyls H CF3
4-4416 The 3-cyano-phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
4-4417 The 4-cyano-phenyl Me Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
4-4432 2-chloropyridine-3-base Me Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
4-4474 Phenyl Me Me F CN F H F H Nine fluoro-2-butyl H CF3
4-4475 Phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H CF3
4-4495 The 3-cyano-phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H CF3
4-4496 The 4-cyano-phenyl Me Me F CN F H Cl H Nine fluoro-2-butyl H CF3
4-4511 2-chloropyridine-3-base Me Me F CN F H Cl H Nine fluoro-2-butyl H CF3
4-4553 Phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H CF3
4-4573 The 3-cyano-phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H CF3
4-4574 The 4-cyano-phenyl Me Me F CN F H Br H Seven fluorine sec.-propyls H CF3
4-4589 2-chloropyridine-3-base Me Me F CN F H Br H Seven fluorine sec.-propyls H CF3
4-4631 Phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H CF3
4-4651 The 3-cyano-phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H CF3
4-4652 The 4-cyano-phenyl Me Me F CN F H Br H Nine fluoro-2-butyl H CF3
[table 33]
Figure BPA00001310061501691
The 5th table (1)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
5-9 The 3-bromophenyl H E?t H CN H H Cl F Seven fluorine sec.-propyls F OCF3
5-39 2-iodine pyridine-3-base H H H CN H H Cl Me Nine fluoro-2-butyl Me OCF3
5-144 Phenyl H H H CN H H Cl F Seven fluorine sec.-propyls H CF3
5-145 The 2-fluorophenyl Me H H CN H H Cl H Seven fluorine sec.-propyls F CF3
5-146 The 3-fluorophenyl H Me H CN H H Cl Cl Seven fluorine sec.-propyls H CF3
5-147 The 4-fluorophenyl Me Me H CN H H Cl H Seven fluorine sec.-propyls Cl CF3
5-148 The 2-chloro-phenyl- H H H CN H H F Br Seven fluorine sec.-propyls H CF3
5-149 The 3-chloro-phenyl- H H H CN H H Cl H Seven fluorine sec.-propyls Br CF3
5-150 The 4-chloro-phenyl- Et H H CN H H Cl I Seven fluorine sec.-propyls H C2F5
5-151 The 2-bromophenyl H H H CN H H Cl H Seven fluorine sec.-propyls I CF3
5-152 The 3-bromophenyl H Et H CN H H Cl F Seven fluorine sec.-propyls F CF3
5-153 The 4-bromophenyl H H H CN H H Cl F Seven fluorine sec.-propyls Cl CF3
5-154 The 2-iodophenyl H H H CN H H Cl F Seven fluorine sec.-propyls Br CF3
5-155 The 3-iodophenyl Et Et H CN H H Cl F Pentafluoroethyl group I C2F5
5-156 The 4-iodophenyl H H H CN H H Cl Cl Pentafluoroethyl group F CF3
5-157 (2-trifluoromethyl) phenyl H H H CN H H Cl Cl Seven fluorine sec.-propyls Cl CF3
5-158 (3-trifluoromethyl) phenyl n-Pr H H CN H H Cl Cl Seven fluorine sec.-propyls Br CF3
5-159 (4-trifluoromethyl) phenyl H H H CN H H Cl Cl Seven fluorine sec.-propyls I n-C3F7
5-160 The 2-nitrophenyl H n-Pr H CN H H Cl Br Seven fluorine sec.-propyls F CF3
5-161 The 3-nitrophenyl H H H CN H H Cl Br Seven fluorine sec.-propyls Cl CF3
5-162 The 4-nitrophenyl H H H CN H H Cl Br Seven fluorine sec.-propyls Br CF3
5-163 The 2-cyano-phenyl n-Pr n-Pr H CN H H Cl Br Pentafluoroethyl group I CF3
5-164 The 3-cyano-phenyl H H H CN H H F I Nine fluoro-2-butyl F CF3
5-165 The 4-cyano-phenyl H H H CN H H Cl I Nine fluoro-2-butyl Cl CF3
5-166 2, the 6-difluorophenyl H H H CN H H Cl I Nine fluoro-2-butyl Br CF3
5-167 3, the 4-dichlorophenyl H H H CN H H Cl I Nine fluoro-2-butyl I CF3
Figure BPA00001310061501701
[table 34]
The 5th table (2)
Figure BPA00001310061501711
Figure BPA00001310061501721
[table 35]
The 5th table (3)
Figure BPA00001310061501731
Figure BPA00001310061501741
[table 36]
The 5th table (4)
Figure BPA00001310061501751
Figure BPA00001310061501761
[table 37]
Figure BPA00001310061501771
The 6th table (1)
Figure BPA00001310061501781
[table 38]
The 6th table (2)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-349 The 4-fluorophenyl H H H H H H Br H Nine fluoro-2-butyl H CF3
6-366 The 3-cyano-phenyl H H H H H H Br H Nine fluoro-2-butyl H CF3
6-367 The 4-cyano-phenyl H H H H H H Br H Nine fluoro-2-butyl H CF3
6-368 2, the 6-difluorophenyl H H H H H H Br H Nine fluoro-2-butyl H CF3
6-382 2-chloropyridine-3-base H H H H H H Br H Nine fluoro-2-butyl H CF3
6-389 6-chloropyridine-3-base H H H H H H Br H Nine fluoro-2-butyl H CF3
6-424 Phenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-425 The 2-fluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-426 The 3-fluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-427 The 4-fluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-428 The 2-chloro-phenyl- H H H H H H I H Seven fluorine sec.-propyls H CF3
6-444 The 3-cyano-phenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-445 The 4-cyano-phenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-446 2, the 6-difluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-448 The 2,4 dichloro benzene base H H H H H H I H Seven fluorine sec.-propyls H CF3
6-449 2-chloro-4-fluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-450 2-chloro-4, the 5-difluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-451 4-bromo-2-chloro-phenyl- H H H H H H I H Seven fluorine sec.-propyls H CF3
6-452 2-bromo-4-chloro-phenyl- H H H H H H I H Seven fluorine sec.-propyls H CF3
6-453 2-bromo-4-fluorophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-454 2-chloro-4-nitrophenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-460 2-chloropyridine-3-base H H H H H H I H Seven fluorine sec.-propyls H CF3
6-461 2-bromopyridine-3-base H H H H H H I H Seven fluorine sec.-propyls H CF3
6-467 6-chloropyridine-3 base H H H H H H I H Seven fluorine sec.-propyls H CF3
6-502 Phenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-503 The 2-fluorophenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-504 The 3-fluorophenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-505 The 4-fluorophenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-522 The 3-cyano-phenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-523 The 4-cyano-phenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-524 2, the 6-difluorophenyl H H H H H H I H Nine fluoro-2-butyl H CF3
6-538 2-chloropyridine-3-base H H H H H H I H Nine fluoro-2-butyl H CF3
6-545 6-chloropyridine-3-base H H H H H H I H Nine fluoro-2-butyl H CF3
6-580 Phenyl H H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-595 The 3-cyano-phenyl H H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-596 The 4-cyano-phenyl H H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-611 2-chloropyridine-3-base H H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-636 Phenyl H H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
6-651 The 3-cyano-phenyl H H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
6-652 The 4-cyano-phenyl H H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
6-667 2-chloropyridine-3-base H H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061501801
[table 39]
The 6th table (3)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-946 The 4-cyano-phenyl H H F H H H F H Nine fluoro-2-butyl H F
6-947 2-chloropyridine-3-base H H F H H H F H Nine fluoro-2-butyl H F
6-948 Phenyl H H F H H H Cl H Seven fluorine sec.-propyls H Cl
6-952 The 2-chloro-phenyl- H H F H H H F H Seven fluorine sec.-propyls H Cl
6-956 The 3-bromophenyl H H F H H H F H Seven fluorine sec.-propyls H Br
6-961 (2-trifluoromethyl) phenyl H H F H H H F H Seven fluorine sec.-propyls H I
6-964 The 2-nitrophenyl H H F H H H Cl H Seven fluorine sec.-propyls H Br
6-968 The 3-cyano-phenyl H H F H H H Cl H Seven fluorine sec.-propyls H Cl
6-969 The 4-cyano-phenyl H H F H H H Cl H Seven fluorine sec.-propyls H Cl
6-970 2, the 6-difluorophenyl H H F H H H Cl H Seven fluorine sec.-propyls H H
6-982 Pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H I
6-984 2-chloropyridine-3-base H H F H H H Cl H Seven fluorine sec.-propyls H Cl
6-1026 Phenyl H H F H H H Cl H Nine fluoro-2-butyl H Cl
6-1046 The 3-cyano-phenyl H H F H H H Cl H Nine fluoro-2-butyl H Cl
6-1047 The 4-cyano-phenyl H H F H H H Cl H Nine fluoro-2-butyl H Cl
6-1062 2-chloropyridine-3-base H H F H H H Cl H Nine fluoro-2-butyl H Cl
6-1104 Phenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1105 The 2-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1106 The 3-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1107 The 4-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1124 The 3-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1125 The 4-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1126 2, the 6-difluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1140 2-chloropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1147 6-chloropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H Br
6-1182 Phenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1183 The 2-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1184 The 3-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1185 The 4-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1202 The 3-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1203 The 4-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1204 2, the 6-difluorophenyl H H F H H H Br H Nine fluoro-2-butyl H Br
6-1218 2-chloropyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H Br
6-1225 6-chloropyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H Br
6-1260 Phenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1261 The 2-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1262 The 3-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1263 The 4-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1280 The 3-cyano-phenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1281 The 4-cyano-phenyl H H F H H H I H Seven fluorine sec.-propyls H I
6-1282 2, the 6-difluorophenyl H H F H H H I H Seven fluorine sec.-propyls H I
Figure BPA00001310061501821
[table 40]
The 6th table (4)
Figure BPA00001310061501841
[table 41]
The 6th table (5)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-1582 The 3-bromophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1583 The 4-bromophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1584 The 2-iodophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1585 The 3-iodophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1586 The 4-iodophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1587 (2-trifluoromethyl) phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1588 (3-trifluoromethyl) phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1589 (4-trifluoromethyl) phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1590 The 2-nitrophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1591 The 3-nitrophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1592 The 4-nitrophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1593 The 2-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1594 The 3-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1595 The 4-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1596 2, the 6-difluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1597 3, the 4-dichlorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1598 The 2,4 dichloro benzene base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1599 2-chloro-4-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1600 2-chloro-4, the 5-difluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1601 4-bromo-2-chloro-phenyl- H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1602 2-bromo-4-chloro-phenyl- H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1603 2-bromo-4-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1604 2-chloro-4-nitrophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1605 3,5-dicyano phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1606 4-cyano group-2-fluorophenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1607 2-chloro-4-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1608 Pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1609 2-fluorine pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1610 2-chloropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1611 2-bromopyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1612 2-iodine pyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1613 2-(trifluoromethyl) pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1614 2-nitropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1615 2-cyanopyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1616 6-fluorine pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1617 6-chloropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1618 6-bromopyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1619 6-iodine pyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1620 6-(trifluoromethyl) pyridin-3-yl H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1621 6-nitropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1622 6-cyanopyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061501861
[table 42]
The 6th table (6)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-1647 3-chloropyridine-2-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1648 4-bromopyridine-2-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1649 5-iodine pyridine-2-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1650 6-chloropyridine-2-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1651 4-cyanopyridine-2-base H H F H H H Br H Seven fluorine sec.-propyls H CF3
6-1652 Phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1653 The 2-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1654 The 3-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1655 The 4-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1656 The 2-chloro-phenyl- H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1657 The 3-chloro-phenyl- H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1658 The 4-chloro-phenyl- H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1659 The 2-bromophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1660 The 3-bromophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1661 The 4-bromophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1662 The 2-iodophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1663 The 3-iodophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1664 The 4-iodophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1665 (2-trifluoromethyl) phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1666 (3-trifluoromethyl) phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1667 (4-trifluoromethyl) phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1668 The 2-nitrophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1669 The 3-nitrophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1670 The 4-nitrophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1671 The 2-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1672 The 3-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1673 The 4-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1674 2, the 6-difluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1675 3, the 4-dichlorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1676 The 2,4 dichloro benzene base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1677 2-chloro-4-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1678 2-chloro-4, the 5-difluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1679 4-bromo-2-chloro-phenyl- H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1680 2-bromo-4-chloro-phenyl- H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1681 2-bromo-4-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1682 2-chloro-4-nitrophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1683 3,5-dicyano phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1684 4-cyano group-2-fluorophenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1685 2-chloro-4-cyano-phenyl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1686 Pyridin-3-yl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1687 2-fluorine pyridin-3-yl H H F H H H Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501881
[table 43]
The 6th table (7)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-1710 4-bromopyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1711 4-iodine pyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1712 4-(trifluoromethyl) pyridin-3-yl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1713 4-nitropyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1714 4-cyanopyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1715 2,6-dichloropyridine-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1716 N-pyridine oxide-3-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1717 Pyridin-4-yl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1718 2-chloropyridine-4-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1719 3-bromopyridine-4-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1720 3,5-dichloropyridine-4-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1721 3-(trifluoromethyl) pyridin-4-yl H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1722 2,6-dicyanopyridine-4-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1723 N-pyridine oxide-4-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1724 Pyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1725 3-chloropyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1726 4-bromopyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1727 5-iodine pyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1728 6-chloropyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1729 4-cyanopyridine-2-base H H F H H H Br H Nine fluoro-2-butyl H CF3
6-1730 Phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1731 The 2-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1732 The 3-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1733 The 4-fluorophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1734 The 2-chloro-phenyl- H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1735 The 3-chloro-phenyl- H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1736 The 4-chloro-phenyl- H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1737 The 2-bromophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1738 The 3-bromophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1739 The 4-bromophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1740 The 2-iodophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1741 The 3-iodophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1742 The 4-iodophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1743 (2-trifluoromethyl) phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1744 (3-trifluoromethyl) phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1745 (4-trifluoromethyl) phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1746 The 2-nitrophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1747 The 3-nitrophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1748 The 4-nitrophenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1749 The 2-cyano-phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1750 The 3-cyano-phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1751 The 4-cyano-phenyl H H F H H H I H Seven fluorine sec.-propyls H CF3
[table 44]
The 6th table (8)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-1775 6-iodine pyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1776 6-(trifluoromethyl) pyridin-3-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1777 6-nitropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1778 6-cyanopyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1779 5-fluorine pyridin-3-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1780 5-chloropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1781 5-bromopyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1782 5-iodine pyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1783 5-(trifluoromethyl) pyridin-3-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1784 5-nitropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1785 5-cyanopyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1786 4-fluorine pyridin-3-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1787 4-chloropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1788 4-bromopyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1789 4-iodine pyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1790 4-(trifluoromethyl) pyridin-3-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1791 4-nitropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1792 4-cyanopyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1793 2,6-dichloropyridine-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1794 N-pyridine oxide-3-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1795 Pyridin-4-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1796 2-chloropyridine-4-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1797 3-bromopyridine-4-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1798 3,5-dichloropyridine-4-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1799 3-(trifluoromethyl) pyridin-4-yl H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1800 2,6-dicyanopyridine-4-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1801 N-pyridine oxide-4-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1802 Pyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1803 3-chloropyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1804 4-bromopyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1805 5-iodine pyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1806 6-chloropyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1807 4-cyanopyridine-2-base H H F H H H I H Seven fluorine sec.-propyls H CF3
6-1808 Phenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1809 The 2-fluorophenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1810 The 3-fluorophenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1811 The 4-fluorophenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1812 The 2-chloro-phenyl- H H F H H H I H Nine fluoro-2-butyl H CF3
6-1813 The 3-chloro-phenyl- H H F H H H I H Nine fluoro-2-butyl H CF3
6-1814 The 4-chloro-phenyl- H H F H H H I H Nine fluoro-2-butyl H CF3
6-1815 The 2-bromophenyl H H F H H H I H Nine fluoro-2-butyl H CF3
[table 45]
The 6th table (9)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-1839 3,5-dicyano phenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1840 4-cyano group-2-fluorophenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1841 2-chloro-4-cyano-phenyl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1842 Pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1843 2-fluorine pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1844 2-chloropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1845 2-bromopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1846 2-iodine pyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1847 2-(trifluoromethyl) pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1848 2-nitropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1849 2-cyanopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1850 6-fluorine pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1851 6-chloropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1852 6-bromopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1853 6-iodine pyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1854 6-(trifluoromethyl) pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1855 6-nitropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1856 6-cyanopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1857 5-fluorine pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1858 5-chloropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1859 5-bromopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1860 5-iodine pyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1861 5-(trifluoromethyl) pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1862 5-nitropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1863 5-cyanopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1864 4-fluorine pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1865 4-chloropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1866 4-bromopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1867 4-iodine pyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1868 4-(trifluoromethyl) pyridin-3-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1869 4-nitropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1870 4-cyanopyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1871 2,6-dichloropyridine-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1872 N-pyridine oxide-3-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1873 Pyridin-4-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1874 2-chloropyridine-4-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1875 3-bromopyridine-4-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1876 3,5-dichloropyridine-4-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1877 3-(trifluoromethyl) pyridin-4-yl H H F H H H I H Nine fluoro-2-butyl H CF3
6-1878 2,6-dicyanopyridine-4-base H H F H H H I H Nine fluoro-2-butyl H CF3
6-1879 N-pyridine oxide-4-base H H F H H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061501941
[table 46]
The 6th table (10)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-2130 The 3-cyano-phenyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
6-2131 The 4-cyano-phenyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
6-2146 2-chloropyridine-3-base H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
6-2178 Phenyl H H F H H H CF3 H Nine fluoro-2-butyl H CF3
6-2198 The 3-cyano-phenyl H H F H H H CF3 H Nine fluoro-2-butyl H CF3
6-2199 The 4-cyano-phenyl H H F H H H CF3 H Nine fluoro-2-butyl H CF3
6-2214 2-chloropyridine-3-base H H F H H H CF3 H Nine fluoro-2-butyl H CF3
6-2246 Phenyl H H H F H H F H Seven fluorine sec.-propyls H F
6-2247 The 3-cyano-phenyl H H H F H H F H Seven fluorine sec.-propyls H F
6-2248 The 4-cyano-phenyl H H H F H H F H Seven fluorine sec.-propyls H F
6-2249 2-chloropyridine-3-base H H H F H H F H Seven fluorine sec.-propyls H F
6-2250 Phenyl H H H F H H F H Nine fluoro-2-butyl H F
6-2251 The 3-cyano-phenyl H H H F H H F H Nine fluoro-2-butyl H F
6-2252 The 4-cyano-phenyl H H H F H H F H Nine fluoro-2-butyl H F
6-2253 2-chloropyridine-3-base H H H F H H F H Nine fluoro-2-butyl H F
6-2254 Phenyl H H H F H H Cl H Seven fluorine sec.-propyls H Cl
6-2274 The 3-cyano-phenyl H H H F H H Cl H Seven fluorine sec.-propyls H Cl
6-2275 The 4-cyano-phenyl H H H F H H Cl H Seven fluorine sec.-propyls H Cl
6-2290 2-chloropyridine-3-base H H H F H H Cl H Seven fluorine sec.-propyls H Cl
6-2332 Phenyl H H H F H H Cl H Nine fluoro-2-butyl H Cl
6-2352 The 3-cyano-phenyl H H H F H H Cl H Nine fluoro-2-butyl H Cl
6-2353 The 4-cyano-phenyl H H H F H H Cl H Nine fluoro-2-butyl H Cl
6-2368 2-chloropyridine-3-base H H H F H H Cl H Nine fluoro-2-butyl H Cl
6-2410 Phenyl H H H F H H Br H Seven fluorine sec.-propyls H Br
6-2430 The 3-cyano-phenyl H H H F H H Br H Seven fluorine sec.-propyls H Br
6-2431 The 4-cyano-phenyl H H H F H H Br H Seven fluorine sec.-propyls H Br
6-2446 2-chloropyridine-3-base H H H F H H Br H Seven fluorine sec.-propyls H Br
6-2488 Phenyl H H H F H H Br H Nine fluoro-2-butyl H Br
6-2508 The 3-cyano-phenyl H H H F H H Br H Nine fluoro-2-butyl H Br
6-2509 The 4-cyano-phenyl H H H F H H Br H Nine fluoro-2-butyl H Br
6-2524 2-chloropyridine-3-base H H H F H H Br H Nine fluoro-2-butyl H Br
6-2566 Phenyl H H H F H H I H Seven fluorine sec.-propyls H I
6-2586 The 3-cyano-phenyl H H H F H H I H Seven fluorine sec.-propyls H I
6-2587 The 4-cyano-phenyl H H H F H H I H Seven fluorine sec.-propyls H I
6-2602 2-chloropyridine-3-base H H H F H H I H Seven fluorine sec.-propyls H I
6-2644 Phenyl H H H F H H I H Nine fluoro-2-butyl H I
6-2664 The 3-cyano-phenyl H H H F H H I H Nine fluoro-2-butyl H I
6-2665 The 4-cyano-phenyl H H H F H H I H Nine fluoro-2-butyl H I
6-2680 2-chloropyridine-3-base H H H F H H I H Nine fluoro-2-butyl H I
6-2722 Phenyl H H H F H H Cl H Seven fluorine sec.-propyls H OCF3
6-2742 The 3-cyano-phenyl H H H F H H Cl H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061501961
[table 47]
The 6th table (11)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-3191 Phenyl H H H F H H Cl H Seven fluorine sec.-propyls H CF3
6-3211 The 3-cyano-phenyl H H H F H H Cl H Seven fluorine sec.-propyls H CF3
6-3212 The 4-cyano-phenyl H H H F H H Cl H Seven fluorine sec.-propyls H CF3
6-3227 2-chloropyridine-3-base H H H F H H Cl H Seven fluorine sec.-propyls H CF3
6-3269 Phenyl H H H F H H F H Nine fluoro-2-butyl H CF3
6-3270 Phenyl H H H F H H Cl H Nine fluoro-2-butyl H CF3
6-3290 The 3-cyano-phenyl H H H F H H Cl H Nine fluoro-2-butyl H CF3
6-3291 The 4-cyano-phenyl H H H F H H Cl H Nine fluoro-2-butyl H CF3
6-3306 2-chloropyridine-3-base H H H F H H Cl H Nine fluoro-2-butyl H CF3
6-3348 Phenyl H H H F H H Br H Seven fluorine sec.-propyls H CF3
6-3368 The 3-cyano-phenyl H H H F H H Br H Seven fluorine sec.-propyls H CF3
6-3369 The 4-cyano-phenyl H H H F H H Br H Seven fluorine sec.-propyls H CF3
6-3384 2-chloropyridine-3-base H H H F H H Br H Seven fluorine sec.-propyls H CF3
6-3426 Phenyl H H H F H H Br H Nine fluoro-2-butyl H CF3
6-3446 The 3-cyano-phenyl H H H F H H Br H Nine fluoro-2-butyl H CF3
6-3447 The 4-cyano-phenyl H H H F H H Br H Nine fluoro-2-butyl H CF3
6-3462 2-chloropyridine-3-base H H H F H H Br H Nine fluoro-2-butyl H CF3
6-3504 Phenyl H H H F H H I H Seven fluorine sec.-propyls H CF3
6-3524 The 3-cyano-phenyl H H H F H H I H Seven fluorine sec.-propyls H CF3
6-3525 The 4-cyano-phenyl H H H F H H I H Seven fluorine sec.-propyls H CF3
6-3540 2-chloropyridine-3-base H H H F H H I H Seven fluorine sec.-propyls H CF3
6-3582 Phenyl H H H F H H I H Nine fluoro-2-butyl H CF3
6-3602 The 3-cyano-phenyl H H H F H H I H Nine fluoro-2-butyl H CF3
6-3603 The 4-cyano-phenyl H H H F H H I H Nine fluoro-2-butyl H CF3
6-3618 2-chloropyridine-3-base H H H F H H I H Nine fluoro-2-butyl H CF3
6-3660 Phenyl H H H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-3675 The 3-cyano-phenyl H H H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-3676 The 4-cyano-phenyl H H H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-3691 2-chloropyridine-3-base H H H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-3716 Phenyl H H H F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-3731 The 3-cyano-phenyl H H H F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-3732 The 4-cyano-phenyl H H H F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-3747 2-chloropyridine-3-base H H H F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-3772 Phenyl H H H F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-3787 The 3-cyano-phenyl H H H F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-3788 The 4-cyano-phenyl H H H F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-3803 2-chloropyridine-3-base H H H F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-3828 Phenyl H H H F H H CF3 H Nine fluoro-2-butyl H OCF3
6-3843 The 3-cyano-phenyl H H H F H H CF3 H Nine fluoro-2-butyl H OCF3
6-3844 The 4-cyano-phenyl H H H F H H CF3 H Nine fluoro-2-butyl H OCF3
6-3859 2-chloropyridine-3-base H H H F H H CF3 H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061501981
[table 48]
The 6th table (12)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-4142 2-chloropyridine-3-base H H F F H H Cl H Nine fluoro-2-butyl H Cl
6-4184 Phenyl H H F F H H Br H Seven fluorine sec.-propyls H Br
6-4204 The 3-cyano-phenyl H H F F H H Br H Seven fluorine sec.-propyls H Br
6-4205 The 4-cyano-phenyl H H F F H H Br H Seven fluorine sec.-propyls H Br
6-4220 2-chloropyridine-3-base H H F F H H Br H Seven fluorine sec.-propyls H Br
6-4262 Phenyl H H F F H H Br H Nine fluoro-2-butyl H Br
6-4282 The 3-cyano-phenyl H H F F H H Br H Nine fluoro-2-butyl H Br
6-4283 The 4-cyano-phenyl H H F F H H Br H Nine fluoro-2-butyl H Br
6-4298 2-chloropyridine-3-base H H F F H H Br H Nine fluoro-2-butyl H Br
6-4340 Phenyl H H F F H H I H Seven fluorine sec.-propyls H I
6-4360 The 3-cyano-phenyl H H F F H H I H Seven fluorine sec.-propyls H I
6-4361 The 4-cyano-phenyl H H F F H H I H Seven fluorine sec.-propyls H I
6-4376 2-chloropyridine-3-base H H F F H H I H Seven fluorine sec.-propyls H I
6-4418 Phenyl H H F F H H I H Nine fluoro-2-butyl H I
6-4438 The 3-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H I
6-4439 The 4-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H I
6-4454 2-chloropyridine-3-base H H F F H H I H Nine fluoro-2-butyl H I
6-4496 Phenyl H H F F H H Cl H Seven fluorine sec.-propyls H OCF3
6-4516 The 3-cyano-phenyl H H F F H H Cl H Seven fluorine sec.-propyls H OCF3
6-4517 The 4-cyano-phenyl H H F F H H Cl H Seven fluorine sec.-propyls H OCF3
6-4532 2-chloropyridine-3-base H H F F H H Cl H Seven fluorine sec.-propyls H OCF3
6-4574 Phenyl H H F F H H Cl H Nine fluoro-2-butyl H OCF3
6-4594 The 3-cyano-phenyl H H F F H H Cl H Nine fluoro-2-butyl H OCF3
6-4595 The 4-cyano-phenyl H H F F H H Cl H Nine fluoro-2-butyl H OCF3
6-4610 2-chloropyridine-3-base H H F F H H Cl H Nine fluoro-2-butyl H OCF3
6-4652 Phenyl H H F F H H Br H Seven fluorine sec.-propyls H OCF3
6-4672 The 3-cyano-phenyl H H F F H H Br H Seven fluorine sec.-propyls H OCF3
6-4673 The 4-cyano-phenyl H H F F H H Br H Seven fluorine sec.-propyls H OCF3
6-4688 2-chloropyridine-3-base H H F F H H Br H Seven fluorine sec.-propyls H OCF3
6-4730 Phenyl H H F F H H Br H Nine fluoro-2-butyl H OCF3
6-4750 The 3-cyano-phenyl H H F F H H Br H Nine fluoro-2-butyl H OCF3
6-4751 The 4-cyano-phenyl H H F F H H Br H Nine fluoro-2-butyl H OCF3
6-4766 2-chloropyridine-3-base H H F F H H Br H Nine fluoro-2-butyl H OCF3
6-4808 Phenyl H H F F H H I H Seven fluorine sec.-propyls H OCF3
6-4828 The 3-cyano-phenyl H H F F H H I H Seven fluorine sec.-propyls H OCF3
6-4829 The 4-cyano-phenyl H H F F H H I H Seven fluorine sec.-propyls H OCF3
6-4844 2-chloropyridine-3-base H H F F H H I H Seven fluorine sec.-propyls H OCF3
6-4886 Phenyl H H F F H H I H Nine fluoro-2-butyl H OCF3
6-4906 The 3-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H OCF3
6-4907 The 4-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H OCF3
6-4922 2-chloropyridine-3-base H H F F H H I H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061502001
[table 49]
The 6th table (13)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-5376 The 3-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H CF3
6-5377 The 4-cyano-phenyl H H F F H H I H Nine fluoro-2-butyl H CF3
6-5392 2-chloropyridine-3-base H H F F H H I H Nine fluoro-2-butyl H CF3
6-5434 Phenyl H H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-5449 The 3-cyano-phenyl H H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-5450 The 4-cyano-phenyl H H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-5465 2-chloropyridine-3-base H H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
6-5490 Phenyl H H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-5505 The 3-cyano-phenyl H H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-5506 The 4-cyano-phenyl H H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-5521 2-chloropyridine-3-base H H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
6-5546 Phenyl H H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-5561 The 3-cyano-phenyl H H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-5562 The 4-cyano-phenyl H H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-5577 2-chloropyridine-3-base H H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
6-5602 Phenyl H H F F H H CF3 H Nine fluoro-2-butyl H OCF3
6-5617 The 3-cyano-phenyl H H F F H H CF3 H Nine fluoro-2-butyl H OCF3
6-5633 2-chloropyridine-3-base H H F F H H CF3 H Nine fluoro-2-butyl H OCF3
6-5658 Phenyl H H F F H H CF3 H Seven fluorine sec.-propyls H CF3
6-5678 The 3-cyano-phenyl H H F F H H CF3 H Seven fluorine sec.-propyls H CF3
6-5694 2-chloropyridine-3-base H H F F H H CF3 H Seven fluorine sec.-propyls H CF3
6-5726 Phenyl H H F F H H CF3 H Nine fluoro-2-butyl H CF3
6-5746 The 3-cyano-phenyl H H F F H H CF3 H Nine fluoro-2-butyl H CF3
6-5747 The 4-cyano-phenyl H H F F H H CF3 H Nine fluoro-2-butyl H CF3
6-5762 2-chloropyridine-3-base H H F F H H CF3 H Nine fluoro-2-butyl H CF3
6-5794 Phenyl H H F F F H Cl H Pentafluoroethyl group H Cl
6-5795 Phenyl H H F F F H Br H Seven fluorine sec.-propyls H Br
6-5796 Phenyl H H F F F H Br H Seven fluorine sec.-propyls H OCF3
6-5797 Phenyl H H F F F H I H Seven fluorine sec.-propyls H CF3
6-5798 Phenyl H H F F F H CF3 H Seven fluorine sec.-propyls H CF3
6-5799 Phenyl H H F F F H I H Nine fluoro-2-butyl H I
6-5800 Phenyl H H F F F H Cl H Nine fluoro-2-butyl H OCF3
6-5801 Phenyl H H F F F H Br H Nine fluoro-2-butyl H CF3
6-5802 Phenyl H H F F F H CF3 H Nine fluoro-2-butyl H CF3
6-5803 Phenyl H H H H F H Cl H Pentafluoroethyl group H Cl
6-5804 Phenyl H H H H F H Br H Seven fluorine sec.-propyls H Br
6-5805 Phenyl H H H H F H Br H Seven fluorine sec.-propyls H OCF3
6-5806 Phenyl H H H H F H I H Seven fluorine sec.-propyls H CF3
6-5807 Phenyl H H H H F H CF3 H Seven fluorine sec.-propyls H CF3
6-5808 Phenyl H H H H F H I H Nine fluoro-2-butyl H I
6-5809 Phenyl H H H H F H Cl H Nine fluoro-2-butyl H OCF3
[table 50]
The 6th table (14)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-5833 Phenyl H H F H H F I H Seven fluorine sec.-propyls H CF3
6-5834 Phenyl H H F H H F CF3 H Seven fluorine sec.-propyls H CF3
6-5835 Phenyl H H F H H F I H Nine fluoro-2-butyl H I
6-5836 Phenyl H H F H H F Cl H Nine fluoro-2-butyl H OCF3
6-5837 Phenyl H H F H H F Br H Nine fluoro-2-butyl H CF3
6-5838 Phenyl H H F H H F CF3 H Nine fluoro-2-butyl H CF3
6-5839 Phenyl H H H F F H Cl H Pentafluoroethyl group H Cl
6-5840 Phenyl H H H F F H Br H Seven fluorine sec.-propyls H Br
6-5841 Phenyl H H H F F H Br H Seven fluorine sec.-propyls H OCF3
6-5842 Phenyl H H H F F H I H Seven fluorine sec.-propyls H CF3
6-5843 Phenyl H H H F F H CF3 H Seven fluorine sec.-propyls H CF3
6-5844 Phenyl H H H F F H I H Nine fluoro-2-butyl H I
6-5845 Phenyl H H H F F H Cl H Nine fluoro-2-butyl H OCF3
6-5846 Phenyl H H H F F H Br H Nine fluoro-2-butyl H CF3
6-5847 Phenyl H H H F F H CF3 H Nine fluoro-2-butyl H CF3
6-5848 Phenyl H H H F H F Cl H Pentafluoroethyl group H Cl
6-5849 Phenyl H H H F H F Br H Seven fluorine sec.-propyls H Br
6-5850 Phenyl H H H F H F Br H Seven fluorine sec.-propyls H OCF3
6-5851 Phenyl H H H F H F I H Seven fluorine sec.-propyls H CF3
6-5852 Phenyl H H H F H F CF3 H Seven fluorine sec.-propyls H CF3
6-5853 Phenyl H H H F H F I H Nine fluoro-2-butyl H I
6-5854 Phenyl H H H F H F Cl H Nine fluoro-2-butyl H OCF3
6-5855 Phenyl H H H F H F Br H Nine fluoro-2-butyl H CF3
6-5856 Phenyl H H H F H F CF3 H Nine fluoro-2-butyl H CF3
6-5857 Phenyl H H H H F F Cl H Pentafluoroethyl group H Cl
6-5858 Phenyl H H H H F F Br H Seven fluorine sec.-propyls H Br
6-5859 Phenyl H H H H F F Br H Seven fluorine sec.-propyls H OCF3
6-5860 Phenyl H H H H F F I H Seven fluorine sec.-propyls H CF3
6-5861 Phenyl H H H H F F CF3 H Seven fluorine sec.-propyls H CF3
6-5862 Phenyl H H H H F F I H Nine fluoro-2-butyl H I
6-5863 Phenyl H H H H F F Cl H Nine fluoro-2-butyl H OCF3
6-5864 Phenyl H H H H F F Br H Nine fluoro-2-butyl H CF3
6-5865 Phenyl H H H H F F CF3 H Nine fluoro-2-butyl H CF3
6-5866 Phenyl H H F F H F Cl H Pentafluoroethyl group H Cl
6-5867 Phenyl H H F F H F Br H Seven fluorine sec.-propyls H Br
6-5868 Phenyl H H F F H F Br H Seven fluorine sec.-propyls H OCF3
6-5869 Phenyl H H F F H F I H Seven fluorine sec.-propyls H CF3
6-5870 Phenyl H H F F H F CF3 H Seven fluorine sec.-propyls H CF3
6-5871 Phenyl H H F F H F I H Nine fluoro-2-butyl H I
6-5872 Phenyl H H F F H F Cl H Nine fluoro-2-butyl H OCF3
6-5873 Phenyl H H F F H F Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061502041
[table 51]
The 6th table (15)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
6-5897 Phenyl H H F F F F CF3 H Seven fluorine sec.-propyls H CF3
6-5898 Phenyl H H F F F F I H Nine fluoro-2-butyl H I
6-5899 Phenyl H H F F F F Cl H Nine fluoro-2-butyl H OCF3
6-5900 Phenyl H H F F F F Br H Nine fluoro-2-butyl H CF3
6-5901 Phenyl H H F F F F CF3 H Nine fluoro-2-butyl H CF3
6-5902 Phenyl H H F H H H Br H Seven fluorine sec.-propyls H Cl
6-5903 The 3-fluorophenyl H H H H H H I H Nine fluoro-2-butyl H I
6-5904 The 4-fluorophenyl H H H H H H I H Nine fluoro-2-butyl H I
6-5905 The 3-fluorophenyl H H H H H H Br H Nine fluoro-2-butyl H Br
6-5906 The 4-fluorophenyl H H H H H H Br H Nine fluoro-2-butyl H Br
6-5907 Phenyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
6-5908 2-chloropyridine-3-base H H F H H H Br H Seven fluorine sec.-propyls H OCF3
6-5909 The 4-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
6-5910 Phenyl H H F H H H Br H Seven fluorine sec.-propyls H C2F5
6-5911 The 4-cyano-phenyl H H F H H H Br H Seven fluorine sec.-propyls H C2F5
6-5912 2-chloro-4-(methyl sulphonyl) phenyl H H H H H H I H Seven fluorine sec.-propyls H CF3
6-5913 Phenyl H H H H H H Br H Pentafluoroethyl group H CF3
6-5914 2-chloropyridine-3-base H H H H H H Br H Pentafluoroethyl group H CF3
[table 52]
Figure BPA00001310061502061
The 7th table (1)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-1 Phenyl Me H H H H H F H Nine fluoro-2-butyl H F
7-2 The 3-cyano-phenyl Me H H H H H F H Nine fluoro-2-butyl H F
7-3 The 4-cyano-phenyl Me H H H H H F H Nine fluoro-2-butyl H F
7-4 2-chloropyridine-3-base Me H H H H H F H Nine fluoro-2-butyl H F
7-5 Phenyl Me H H H H H Cl H Nine fluoro-2-butyl H Cl
7-12 The 3-cyano-phenyl Me H H H H H Cl H Nine fluoro-2-butyl H Cl
7-13 The 4-cyano-phenyl Me H H H H H Cl H Nine fluoro-2-butyl H Cl
7-24 2-chloropyridine-3-base Me H H H H H Cl H Nine fluoro-2-butyl H Cl
7-38 Phenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-39 The 2-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-45 The 3-cyano-phenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-46 The 4-cyano-phenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-47 2, the 6-difluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-57 2-chloropyridine-3-base Me H H H H H Br H Nine fluoro-2-butyl H Br
7-60 6-chloropyridine-3-base Me H H H H H Br H Nine fluoro-2-butyl H Br
7-71 Phenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-72 The 2-fluorophenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-78 The 3-cyano-phenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-79 The 4-cyano-phenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-80 2, the 6-difluorophenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-90 2-chloropyridine-3-base Me H H H H H I H Nine fluoro-2-butyl H I
7-93 6-chloropyridine-3-base Me H H H H H I H Nine fluoro-2-butyl H I
7-104 Phenyl Me H H H H H F H Nine fluoro-2-butyl H Cl
7-105 Phenyl Me H H H H H F H Nine fluoro-2-butyl H Br
7-106 Phenyl Me H H H H H F H Nine fluoro-2-butyl H I
7-107 Phenyl Me H H H H H Cl H Nine fluoro-2-butyl H Br
7-108 Phenyl Me H H H H H Cl H Nine fluoro-2-butyl H I
7-109 Phenyl Me H H H H H Br H Nine fluoro-2-butyl H I
7-110 Phenyl Me H H H H H F H Seven fluorine sec.-propyls H CF3
7-111 Phenyl Me H H H H H Cl H Seven fluorine sec.-propyls H CF3
7-131 The 3-cyano-phenyl Me H H H H H Cl H Seven fluorine sec.-propyls H CF3
7-132 The 4-cyano-phenyl Me H H H H H Cl H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502071
[table 53]
The 7th table (2)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-346 Phenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-347 The 2-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-348 The 3-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-349 The 4-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-366 The 3-cyano-phenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-367 The 4-cyano-phenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-368 2, the 6-difluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-382 2-chloropyridine-3-base Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-389 6-chloropyridine-3-base Me H H H H H Br H Nine fluoro-2-butyl H CF3
7-424 Phenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-425 The 2-fluorophenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-426 The 3-fluorophenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-427 The 4-fluorophenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-428 The 2-chloro-phenyl- Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-444 The 3-cyano-phenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-445 The 4-cyano-phenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-446 2, the 6-difluorophenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-449 2-chloro-4-fluorophenyl Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-460 2-chloropyridine-3-base Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-467 6-chloropyridine-3-base Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-502 Phenyl Me H H H H H I H Nine fluoro-2-butyl H CF3
7-504 The 3-fluorophenyl Me H H H H H I H Nine fluoro-2-butyl H CF3
7-505 The 4-fluorophenyl Me H H H H H I H Nine fluoro-2-butyl H CF3
7-522 The 3-cyano-phenyl Me H H H H H I H Nine fluoro-2-butyl H CF3
7-523 The 4-cyano-phenyl Me H H H H H I H Nine fluoro-2-butyl H CF3
7-538 2-chloropyridine-3-base Me H H H H H I H Nine fluoro-2-butyl H CF3
7-580 Phenyl Me H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-611 2-chloropyridine-3-base Me H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-636 Phenyl Me H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-667 2-chloropyridine-3-base Me H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-692 Phenyl Me H H H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-723 2-chloropyridine-3-base Me H H H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-748 Phenyl Me H H H H H CF3 H Nine fluoro-2-butyl H OCF3
7-779 2-chloropyridine-3-base Me H H H H H CF3 H Nine fluoro-2-butyl H OCF3
7-804 Phenyl Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
7-824 The 3-cyano-phenyl Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
7-825 The 4-cyano-phenyl Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
7-840 2-chloropyridine-3-base Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
7-841 2-bromopyridine-3-base Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
7-872 Phenyl Me H H H H H CF3 H Nine fluoro-2-butyl H CF3
7-892 The 3-cyano-phenyl Me H H H H H CF3 H Nine fluoro-2-butyl H CF3
Figure BPA00001310061502091
[table 54]
The 7th table (3)
Figure BPA00001310061502101
Figure BPA00001310061502111
[table 55]
The 7th table (4)
Figure BPA00001310061502121
[table 56]
The 7th table (5)
Figure BPA00001310061502141
Figure BPA00001310061502151
[table 57]
The 7th table (6)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-1694 6-fluorine pyridin-3-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1695 6-chloropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1696 6-bromopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1697 6-iodine pyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1698 6-(trifluoromethyl) pyridin-3-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1699 6-nitropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1700 6-cyanopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1701 5-fluorine pyridin-3-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1702 5-chloropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1703 5-bromopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1704 5-iodine pyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1705 5-(trifluoromethyl) pyridin-3-yl CN H F H H H Br H Nine fluoro-2-butyl H CF3
7-1706 5-nitropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1707 5-cyanopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1708 4-fluorine pyridin-3-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1709 4-chloropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1710 4-bromopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1711 4-iodine pyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1712 4-(trifluoromethyl) pyridin-3-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1713 4-nitropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1714 4-cyanopyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1715 2,6-dichloropyridine-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1716 N-pyridine oxide-3-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1717 Pyridin-4-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1718 2-chloropyridine-4-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1719 3-bromopyridine-4-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1720 3,5-dichloropyridine-4-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1721 3-(trifluoromethyl) pyridin-4-yl Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1722 2,6-dicyanopyridine-4-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1723 N-pyridine oxide-4-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1724 Pyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1725 3-chloropyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1726 4-bromopyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1727 5-iodine pyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1728 6-chloropyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1729 4-cyanopyridine-2-base Me H F H H H Br H Nine fluoro-2-butyl H CF3
7-1730 Phenyl Me H F H H H I H Seven fluorine sec.-propyls H CF3
7-1731 The 2-fluorophenyl Me H F H H H I H Seven fluorine sec.-propyls H CF3
7-1732 The 3-fluorophenyl Me H F H H H I H Seven fluorine sec.-propyls H CF3
7-1733 The 4-fluorophenyl Me H F H H H I H Seven fluorine sec.-propyls H CF3
7-1734 The 2-chloro-phenyl- Me H F H H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502171
[table 58]
The 7th table (7)
Figure BPA00001310061502181
Figure BPA00001310061502191
[table 59]
The 7th table (8)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-1822 (3-trifluoromethyl) phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1823 (4-trifluoromethyl) phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1824 The 2-nitrophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1825 The 3-nitrophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1826 The 4-nitrophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1827 The 2-cyano-phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1828 The 3-cyano-phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1829 The 4-cyano-phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1830 2, the 6-difluorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1831 3, the 4-dichlorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1832 The 2,4 dichloro benzene base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1833 2-chloro-4-fluorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1834 2-chloro-4, the 5-difluorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1835 4-bromo-2-chloro-phenyl- Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1836 2-bromo-4-chloro-phenyl- Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1837 2-bromo-4-fluorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1838 2-chloro-4-nitrophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1839 3,5-dicyano phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1840 4-cyano group-2-fluorophenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1841 2-chloro-4-cyano-phenyl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1842 Pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1843 2-fluorine pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1844 2-chloropyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1845 2-bromopyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1846 2-iodine pyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1847 2-(trifluoromethyl) pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1848 2-nitropyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1849 2-cyanopyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1850 6-fluorine pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1851 6-chloropyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1852 6-bromopyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1853 6-iodine pyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1854 6-(trifluoromethyl) pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1855 6-nitropyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1856 6-cyanopyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1857 5-fluorine pyridin-3-yl Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1858 5-chloropyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1859 5-bromopyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
7-1860 5-iodine pyridine-3-base Me H F H H H I H Nine fluoro-2-butyl H CF3
[table 60]
The 7th table (9)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-1886 Phenyl Me H F H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-1901 The 3-cyano-phenyl Me H F H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-1902 The 4-cyano-phenyl Me H F H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-1917 2-chloropyridine-3-base Me H F H H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-1942 Phenyl Me H F H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-1957 The 3-cyano-phenyl Me H F H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-1958 The 4-cyano-phenyl Me H F H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-1973 2-chloropyridine-3-base Me H F H H H OCF3 H Nine fluoro-2-butyl H OCF3
7-1998 Phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-2013 The 3-cyano-phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-2014 The 4-cyano-phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-2029 2-chloropyridine-3-base Me H F H H H CF3 H Seven fluorine sec.-propyls H OCF3
7-2054 Phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H OCF3
7-2069 The 3-cyano-phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H OCF3
7-2070 The 4-cyano-phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H OCF3
7-2085 2-chloropyridine-3-base Me H F H H H CF3 H Nine fluoro-2-butyl H OCF3
7-2110 Phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H CF3
7-2130 The 3-cyano-phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H CF3
7-2131 The 4-cyano-phenyl Me H F H H H CF3 H Seven fluorine sec.-propyls H CF3
7-2146 2-chloropyridine-3-base Me H F H H H CF3 H Seven fluorine sec.-propyls H CF3
7-2178 Phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H CF3
7-2198 The 3-cyano-phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H CF3
7-2199 The 4-cyano-phenyl Me H F H H H CF3 H Nine fluoro-2-butyl H CF3
7-2214 2-chloropyridine-3-base Me H F H H H CF3 H Nine fluoro-2-butyl H CF3
7-2246 Phenyl Me H H F H H F H Seven fluorine sec.-propyls H F
7-2247 The 3-cyano-phenyl Me H H F H H F H Seven fluorine sec.-propyls H F
7-2248 The 4-cyano-phenyl Me H H F H H F H Seven fluorine sec.-propyls H F
7-2249 2-chloropyridine-3-base Me H H F H H F H Seven fluorine sec.-propyls H F
7-2250 Phenyl Me H H F H H F H Nine fluoro-2-butyl H F
7-2251 The 3-cyano-phenyl Me H H F H H F H Nine fluoro-2-butyl H F
7-2252 The 4-cyano-phenyl Me H H F H H F H Nine fluoro-2-butyl H F
7-2253 2-chloropyridine-3-base Me H H F H H F H Nine fluoro-2-butyl H F
7-2254 Phenyl Me H H F H H Cl H Seven fluorine sec.-propyls H Cl
7-2274 The 3-cyano-phenyl Me H H F H H Cl H Seven fluorine sec.-propyls H Cl
7-2275 The 4-cyano-phenyl Me H H F H H Cl H Seven fluorine sec.-propyls H Cl
7-2290 2-chloropyridine-3-base Me H H F H H Cl H Seven fluorine sec.-propyls H Cl
7-2332 Phenyl Me H H F H H Cl H Nine fluoro-2-butyl H Cl
7-2352 The 3-cyano-phenyl Me H H F H H Cl H Nine fluoro-2-butyl H Cl
7-2353 The 4-cyano-phenyl Me H H F H H Cl H Nine fluoro-2-butyl H CH
[table 61]
The 7th table (10)
[table 62]
The 7th table (11)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-4027 2-chloropyridine-3-base Me H F F H H F H Nine fluoro-2-butyl H F
7-4028 Phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H Cl
7-4048 The 3-cyano-phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H Cl
7-4049 The 4-cyano-phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H Cl
7-4064 2-chloropyridine-3-base Me H F F H H Cl H Seven fluorine sec.-propyls H Cl
7-4106 Phenyl Me H F F H H Cl H Nine fluoro-2-butyl H Cl
7-4126 The 3-cyano-phenyl Me H F F H H Cl H Nine fluoro-2-butyl H Cl
7-4127 The 4-cyano-phenyl Me H F F H H Cl H Nine fluoro-2-butyl H Cl
7-4142 2-chloropyridine-3-base Me H F F H H Cl H Nine fluoro-2-butyl H Cl
7-4184 Phenyl Me H F F H H Br H Seven fluorine sec.-propyls H Br
7-4204 The 3-cyano-phenyl Me H F F H H Br H Seven fluorine sec.-propyls H Br
7-4205 The 4-cyano-phenyl Me H F F H H Br H Seven fluorine sec.-propyls H Br
7-4220 2-chloropyridine-3-base Me H F F H H Br H Seven fluorine sec.-propyls H Br
7-4262 Phenyl Me H F F H H Br H Nine fluoro-2-butyl H Br
7-4282 The 3-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H Br
7-4283 The 4-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H Br
7-4298 2-chloropyridine-3-base Me H F F H H Br H Nine fluoro-2-butyl H Br
7-4340 Phenyl Me H F F H H I H Seven fluorine sec.-propyls H I
7-4360 The 3-cyano-phenyl Me H F F H H I H Seven fluorine sec.-propyls H I
7-4361 The 4-cyano-phenyl Me H F F H H I H Seven fluorine sec.-propyls H I
7-4376 2-chloropyridine-3-base Me H F F H H I H Seven fluorine sec.-propyls H I
7-4418 Phenyl Me H F F H H I H Nine fluoro-2-butyl H I
7-4438 The 3-cyano-phenyl Me H F F H H I H Nine fluoro-2-butyl H I
7-4439 The 4-cyano-phenyl Me H F F H H I H Nine fluoro-2-butyl H I
7-4454 2-chloropyridine-3-base Me H F F H H I H Nine fluoro-2-butyl H I
7-4496 Phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H OCF3
7-4516 The 3-cyano-phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H OCF3
7-4517 The 4-cyano-phenyl Me H F F H H Cl H Seven fluorine sec.-propyls H OCF3
7-4532 2-chloropyridine-3-base Me H F F H H Cl H Seven fluorine sec.-propyls H OCF3
7-4574 Phenyl Me H F F H H Cl H Nine fluoro-2-butyl H OCF3
7-4594 The 3-cyano-phenyl Me H F F H H Cl H Nine fluoro-2-butyl H OCF3
7-4595 The 4-cyano-phenyl Me H F F H H Cl H Nine fluoro-2-butyl H OCF3
7-4610 2-chloropyridine-3-base Me H F F H H Cl H Nine fluoro-2-butyl H OCF3
7-4652 Phenyl Me H F F H H Br H Seven fluorine sec.-propyls H OCF3
7-4672 The 3-cyano-phenyl Me H F F H H Br H Seven fluorine sec.-propyls H OCF3
7-4673 The 4-cyano-phenyl Me H F F H H Br H Seven fluorine sec.-propyls H OCF3
7-4688 2-chloropyridine-3-base Me H F F H H Br H Seven fluorine sec.-propyls H OCF3
7-4730 Phenyl Me H F F H H Br H Nine fluoro-2-butyl H OCF3
7-4750 The 3-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H OCF3
7-4751 The 4-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H OCF3
7-4766 2-chloropyridine-3-base Me H F F H H Br H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061502271
[table 63]
The 7th table (12)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-5220 The 3-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H CF3
7-5221 The 4-cyano-phenyl Me H F F H H Br H Nine fluoro-2-butyl H CF3
7-5236 2-chloropyridine-3-base Me H F F H H Br H Nine fluoro-2-butyl H CF3
7-5278 Phenyl Me H F F H H I H Seven fluorine sec.-propyls H CF3
7-5298 The 3-cyano-phenyl Me H F F H H I H Seven fluorine sec.-propyls H CF3
7-5299 The 4-cyano-phenyl Me H F F H H I H Seven fluorine sec.-propyls H CF3
7-5314 2-chloropyridine-3-base Me H F F H H I H Seven fluorine sec.-propyls H CF3
7-5356 Phenyl Me H F F H H I H Nine fluoro-2-butyl H CF3
7-5376 The 3-cyano-phenyl Me H F F H H I H Nine fluoro-2-butyl H CF3
7-5377 The 4-cyano-phenyl Me H F F H H I H Nine fluoro-2-butyl H CF3
7-5392 2-chloropyridine-3-base Me H F F H H I H Nine fluoro-2-butyl H CF3
7-5434 Phenyl Me H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-5465 2-chloropyridine-3-base Me H F F H H OCF3 H Seven fluorine sec.-propyls H OCF3
7-5490 Phenyl Me H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
7-5521 2-chloropyridine-3-base Me H F F H H OCF3 H Nine fluoro-2-butyl H OCF3
7-5546 Phenyl Me H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
7-5577 2-chloropyridine-3-base Me H F F H H CF3 H Seven fluorine sec.-propyls H OCF3
7-5602 Phenyl Me H F F H H CF3 H Nine fluoro-2-butyl H OCF3
7-5633 2-chloropyridine-3-base Me H F F H H CF3 H Nine fluoro-2-butyl H OCF3
7-5658 Phenyl Me H F F H H CF3 H Seven fluorine sec.-propyls H CF3
7-5678 The 3-cyano-phenyl Me H F F H H CF3 H Seven fluorine sec.-propyls H CF3
7-5679 The 4-cyano-phenyl Me H F F H H CF3 H Seven fluorine sec.-propyls H CF3
7-5694 2-chloropyridine-3-base Me H F F H H CF3 H Seven fluorine sec.-propyls H CF3
7-5726 Phenyl Me H F F H H CF3 H Nine fluoro-2-butyl H CF3
7-5746 The 3-cyano-phenyl Me H F F H H CF3 H Nine fluoro-2-butyl H CF3
7-5747 The 4-cyano-phenyl Me H F F H H CF3 H Nine fluoro-2-butyl H CF3
7-5762 2-chloropyridine-3-base Me H F F H H CF3 H Nine fluoro-2-butyl H CF3
7-5794 Phenyl Me H F F F H Cl H Pentafluoroethyl group H Cl
7-5795 Phenyl Me H F F F H Br H Seven fluorine sec.-propyls H Br
7-5796 Phenyl Me H F F F H Br H Seven fluorine sec.-propyls H OCF3
7-5797 Phenyl Me H F F F H I H Seven fluorine sec.-propyls H CF3
7-5798 Phenyl Me H F F F H CF3 H Seven fluorine sec.-propyls H CF3
7-5799 Phenyl Me H F F F H I H Nine fluoro-2-butyl H I
7-5800 Phenyl Me H F F F H Cl H Nine fluoro-2-butyl H OCF3
7-5801 Phenyl Me H F F F H Br H Nine fluoro-2-butyl H CF3
7-5802 Phenyl Me H F F F H CF3 H Nine fluoro-2-butyl H CF3
7-5803 Phenyl Me H H H F H Cl H Pentafluoroethyl group H Cl
7-5804 Phenyl Me H H H F H Br H Seven fluorine sec.-propyls H Br
7-5805 Phenyl Me H H H F H Br H Seven fluorine sec.-propyls H OCF3
7-5806 Phenyl Me H H H F H I H Seven fluorine sec.-propyls H CF3
7-5807 Phenyl Me H H H F H CF3 H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502291
[table 64]
The 7th table (13)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-5831 Phenyl Me H F H H F Br H Seven fluorine sec.-propyls H Br
7-5832 Phenyl Me H F H H F Br H Seven fluorine sec.-propyls H OCF3
7-5833 Phenyl Me H F H H F I H Seven fluorine sec.-propyls H CF3
7-5834 Phenyl Me H F H H F CF3 H Seven fluorine sec.-propyls H CF3
7-5835 Phenyl Me H F H H F I H Nine fluoro-2-butyl H I
7-5836 Phenyl Me H F H H F Cl H Nine fluoro-2-butyl H OCF3
7-5837 Phenyl Me H F H H F Br H Nine fluoro-2-butyl H CF3
7-5838 Phenyl Me H F H H F CF3 H Nine fluoro-2-butyl H CF3
7-5839 Phenyl Me H H F F H Cl H Pentafluoroethyl group H Cl
7-5840 Phenyl Me H H F F H Br H Seven fluorine sec.-propyls H Br
7-5841 Phenyl Me H H F F H Br H Seven fluorine sec.-propyls H OCF3
7-5842 Phenyl Me H H F F H I H Seven fluorine sec.-propyls H CF3
7-5843 Phenyl Me H H F F H CF3 H Seven fluorine sec.-propyls H CF3
7-5844 Phenyl Me H H F F H I H Nine fluoro-2-butyl H I
7-5845 Phenyl Me H H F F H Cl H Nine fluoro-2-butyl H OCF3
7-5846 Phenyl Me H H F F H Br H Nine fluoro-2-butyl H CF3
7-5847 Phenyl Me H H F F H CF3 H Nine fluoro-2-butyl H CF3
7-5848 Phenyl Me H H F H F Cl H Pentafluoroethyl group H Cl
7-5849 Phenyl Me H H F H F Br H Seven fluorine sec.-propyls H Br
7-5850 Phenyl Me H H F H F Br H Seven fluorine sec.-propyls H OCF3
7-5851 Phenyl Me H H F H F I H Seven fluorine sec.-propyls H CF3
7-5852 Phenyl Me H H F H F CF3 H Seven fluorine sec.-propyls H CF3
7-5853 Phenyl Me H H F H F I H Nine fluoro-2-butyl H I
7-5854 Phenyl Me H H F H F Cl H Nine fluoro-2-butyl H OCF3
7-5855 Phenyl Me H H F H F Br H Nine fluoro-2-butyl H CF3
7-5856 Phenyl Me H H F H F CF3 H Nine fluoro-2-butyl H CF3
7-5857 Phenyl Me H H H F F Cl H Pentafluoroethyl group H Cl
7-5858 Phenyl Me H H H F F Br H Seven fluorine sec.-propyls H Br
7-5859 Phenyl Me H H H F F Br H Seven fluorine sec.-propyls H OCF3
7-5860 Phenyl Me H H H F F I H Seven fluorine sec.-propyls H CF3
7-5861 Phenyl Me H H H F F CF3 H Seven fluorine sec.-propyls H CF3
7-5862 Phenyl Me H H H F F I H Nine fluoro-2-butyl H I
7-5863 Phenyl Me H H H F F Cl H Nine fluoro-2-butyl H OCF3
7-5864 Phenyl Me H H H F F Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061502311
[table 65]
The 7th table (14)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
7-5894 Phenyl Me H F F F F Br H Seven fluorine sec.-propyls H Br
7-5895 Phenyl Me H F F F F Br H Seven fluorine sec.-propyls H OCF3
7-5896 Phenyl Me H F F F F I H Seven fluorine sec.-propyls H CF3
7-5897 Phenyl Me H F F F F CF3 H Seven fluorine sec.-propyls H CF3
7-5898 Phenyl Me H F F F F I H Nine fluoro-2-butyl H I
7-5899 Phenyl Me H F F F F Cl H Nine fluoro-2-butyl H OCF3
7-5900 Phenyl Me H F F F F Br H Nine fluoro-2-butyl H CF3
7-5901 Phenyl Me H F F F F CF3 H Nine fluoro-2-butyl H CF3
7-5902 Phenyl Me H F H H H I H Seven fluorine sec.-propyls H Br
7-5903 2-chloropyridine-3-base Me H F H H H I H Seven fluorine sec.-propyls H Br
7-5904 The 3-fluorophenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-5905 The 4-fluorophenyl Me H H H H H I H Nine fluoro-2-butyl H I
7-5906 The 3-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-5907 The 4-fluorophenyl Me H H H H H Br H Nine fluoro-2-butyl H Br
7-5908 4-(methyl sulphonyl) phenyl Me H H H H H Br H Seven fluorine sec.-propyls H CF3
7-5909 Pyrimidine-5-base Me H H H H H I H Seven fluorine sec.-propyls H CF3
7-5910 3-cyano group-5-(methoxycarbonyl) phenyl Me H F H H H Br H Seven fluorine sec.-propyls H CF3
7-5911 Phenyl Me H H H H H Br H Pentafluoroethyl group H CF3
7-5912 2-chloropyridine-3-base Me H H H H H Br H Pentafluoroethyl group H CF3
[table 66]
Figure BPA00001310061502331
The 8th table (1)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-1 Phenyl H Me H H H H F H Nine fluoro-2-butyl H F
8-2 The 3-cyano-phenyl H Me H H H H F H Nine fluoro-2-butyl H F
8-3 The 4-cyano-phenyl H Me H H H H F H Nine fluoro-2-butyl H F
8-4 2-chloropyridine-3-base H Me H H H H F H Nine fluoro-2-butyl H F
8-5 Phenyl H Me H H H H Cl H Nine fluoro-2-butyl H Cl
8-12 The 3-cyano-phenyl H Me H H H H Cl H Nine fluoro-2-butyl H Cl
8-13 The 4-cyano-phenyl H Me H H H H Cl H Nine fluoro-2-butyl H Cl
8-24 2-chloropyridine-3-base H Me H H H H Cl H Nine fluoro-2-butyl H Cl
8-38 Phenyl H Me H H H H Br H Nine fluoro-2-butyl H Br
8-45 The 3-cyano-phenyl H Me H H H H Br H Nine fluoro-2-butyl H Br
8-46 The 4-cyano-phenyl H Me H H H H Br H Nine fluoro-2-butyl H Br
8-57 2-chloropyridine-3-base H Me H H H H Br H Nine fluoro-2-butyl H Br
8-71 Phenyl H Me H H H H I H Nine fluoro-2-butyl H I
8-78 The 3-cyano-phenyl H Me H H H H I H Nine fluoro-2-butyl H I
8-79 The 4-cyano-phenyl H Me H H H H I H Nine fluoro-2-butyl H I
8-90 2-chloropyridine-3-base H Me H H H H I H Nine fluoro-2-butyl H I
8-104 Phenyl H Me H H H H F H Nine fluoro-2-butyl H Cl
8-105 Phenyl H Me H H H H F H Nine fluoro-2-butyl H Br
8-106 Phenyl H Me H H H H F H Nine fluoro-2-butyl H I
8-107 Phenyl H Me H H H H Cl H Nine fluoro-2-butyl H Br
8-108 Phenyl H Me H H H H Cl H Nine fluoro-2-butyl H I
8-109 Phenyl H Me H H H H Br H Nine fluoro-2-butyl H I
8-110 Phenyl H Me H H H H F H Seven fluorine sec.-propyls H CF3
8-111 Phenyl H Me H H H H Cl H Seven fluorine sec.-propyls H CF3
8-131 The 3-cyano-phenyl H Me H H H H Cl H Seven fluorine sec.-propyls H CF3
8-132 The 4-cyano-phenyl H Me H H H H Cl H Seven fluorine sec.-propyls H CF3
8-147 2-chloropyridine-3-base H Me H H H H Cl H Seven fluorine sec.-propyls H CF3
8-189 Phenyl H Me H H H H F H Nine fluoro-2-butyl H CF3
8-190 Phenyl H Me H H H H Cl H Nine fluoro-2-butyl H CF3
8-210 The 3-cyano-phenyl H Me H H H H Cl H Nine fluoro-2-butyl H CF3
8-211 The 4-cyano-phenyl H Me H H H H Cl H Nine fluoro-2-butyl H CF3
8-226 2-chloropyridine-3-base H Me H H H H Cl H Nine fluoro-2-butyl H CF3
Figure BPA00001310061502341
[table 67]
The 8th table (2)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-748 Phenyl H Me H H H H CF3 H Nine fluoro-2-butyl H OCF3
8-779 2-chloropyridine-3-base H Me H H H H CF3 H Nine fluoro-2-butyl H OCF3
8-804 Phenyl H Me H H H H CF3 H Seven fluorine sec.-propyls H CF3
8-824 The 3-cyano-phenyl H Me H H H H CF3 H Seven fluorine sec.-propyls H CF3
8-825 The 4-cyano-phenyl H Me H H H H CF3 H Seven fluorine sec.-propyls H CF3
8-840 2-chloropyridine-3-base H Me H H H H CF3 H Seven fluorine sec.-propyls H CF3
8-841 2-bromopyridine-3-base H Me H H H H CF3 H Seven fluorine sec.-propyls H CF3
8-872 Phenyl H Me H H H H CF3 H Nine fluoro-2-butyl H CF3
8-892 The 3-cyano-phenyl H Me H H H H CF3 H Nine fluoro-2-butyl H CF3
8-893 The 4-cyano-phenyl H Me H H H H CF3 H Nine fluoro-2-butyl H CF3
8-908 2-chloropyridine-3-base H Me H H H H CF3 H Nine fluoro-2-butyl H CF3
8-940 Phenyl H Me F H H H F H Seven fluorine sec.-propyls H F
8-941 The 3-cyano-phenyl H Me F H H H F H Seven fluorine sec.-propyls H F
8-942 The 4-cyano-phenyl H Me F H H H F H Seven fluorine sec.-propyls H F
8-943 2-chloropyridine-3-base H Me F H H H F H Seven fluorine sec.-propyls H F
8-944 Phenyl H Me F H H H F H Nine fluoro-2-butyl H F
8-945 The 3-cyano-phenyl H Me F H H H F H Nine fluoro-2-butyl H F
8-946 The 4-cyano-phenyl H Me F H H H F H Nine fluoro-2-butyl H F
8-947 2-chloropyridine-3-base H Me F H H H F H Nine fluoro-2-butyl H F
8-948 Phenyl H Me F H H H Cl H Seven fluorine sec.-propyls H Cl
8-952 The 2-chloro-phenyl- H Me F H H H F H Seven fluorine sec.-propyls H Cl
8-956 The 3-bromophenyl H Me F H H H F H Seven fluorine sec.-propyls H Br
8-961 (2-trifluoromethyl) phenyl H i-Pr F H H H F H Seven fluorine sec.-propyls H I
8-964 The 2-nitrophenyl H Me F H H H Cl H Seven fluorine sec.-propyls H Br
8-968 The 3-cyano-phenyl H Me F H H H Cl H Seven fluorine sec.-propyls H Cl
8-969 The 4-cyano-phenyl H Me F H H H Cl H Seven fluorine sec.-propyls H Cl
8-970 2, the 6-difluorophenyl H Me F H H H Cl H Seven fluorine sec.-propyls H I
8-982 Pyridin-3-yl H Me F H H H Br H Seven fluorine sec.-propyls H I
8-984 2-chloropyridine-3-base H Me F H H H Cl H Seven fluorine sec.-propyls H Cl
8-1026 Phenyl H Me F H H H Cl H Nine fluoro-2-butyl H Cl
8-1046 The 3-cyano-phenyl H Me F H H H Cl H Nine fluoro-2-butyl H Cl
8-1047 The 4-cyano-phenyl H Me F H H H Cl H Nine fluoro-2-butyl H Cl
8-1062 2-chloropyridine-3-base H Me F H H H Cl H Nine fluoro-2-butyl H Cl
8-1104 Phenyl H Me F H H H Br H Seven fluorine sec.-propyls H Br
8-1124 The 3-cyano-phenyl H Me F H H H Br H Seven fluorine sec.-propyls H Br
8-1125 The 4-cyano-phenyl H Me F H H H Br H Seven fluorine sec.-propyls H Br
8-1140 2-chloropyridine-3-base H Me F H H H Br H Seven fluorine sec.-propyls H Br
8-1182 Phenyl H Me F H H H Br H Nine fluoro-2-butyl H Br
8-1202 The 3-cyano-phenyl H Me F H H H Br H Nine fluoro-2-butyl H Br
8-1203 The 4-cyano-phenyl H Me F H H H Br H Nine fluoro-2-butyl H Br
8-1218 2-chloropyridine-3-base H Me F H H H Br H Nine fluoro-2-butyl H Br
Figure BPA00001310061502361
[table 68]
The 8th table (3)
Figure BPA00001310061502371
Figure BPA00001310061502381
[table 69]
The 8th table (4)
Figure BPA00001310061502391
8-3112 Phenyl H Me H F H H I H Nine fluoro-2-butyl H OCF3
8-3132 The 3-cyano-phenyl H Me H F H H I H Nine fluoro-2-butyl H OCF3
8-3133 The 4-cyano-phenyl H Me H F H H I H Nine fluoro-2-butyl H OCF3
8-3148 2-chloropyridine-3-base H Me H F H H I H Nine fluoro-2-butyl H OCF3
8-3190 Phenyl H Me H F H H F H Seven fluorine sec.-propyls H CF3
8-3191 Phenyl H Me H F H H Cl H Seven fluorine sec.-propyls H CF3
8-3211 The 3-cyano-phenyl H Me H F H H Cl H Seven fluorine sec.-propyls H CF3
8-3212 The 4-cyano-phenyl H Me H F H H Cl H Seven fluorine sec.-propyls H CF3
8-3227 2-chloropyridine-3-base H Me H F H H Cl H Seven fluorine sec.-propyls H CF3
8-3269 Phenyl H Me H F H H F H Nine fluoro-2-butyl H CF3
8-3270 Phenyl H Me H F H H Cl H Nine fluoro-2-butyl H CF3
8-3290 The 3-cyano-phenyl H Me H F H H Cl H Nine fluoro-2-butyl H CF3
8-3291 The 4-cyano-phenyl H Me H F H H Cl H Nine fluoro-2-butyl H CF3
8-3306 2-chloropyridine-3-base H Me H F H H Cl H Nine fluoro-2-butyl H CF3
8-3348 Phenyl H Me H F H H Br H Seven fluorine sec.-propyls H CF3
8-3368 The 3-cyano-phenyl H Me H F H H Br H Seven fluorine sec.-propyls H CF3
8-3369 The 4-cyano-phenyl H Me H F H H Br H Seven fluorine sec.-propyls H CF3
8-3384 2-chloropyridine-3-base H Me H F H H Br H Seven fluorine sec.-propyls H CF3
8-3426 Phenyl H Me H F H H Br H Nine fluoro-2-butyl H CF3
8-3446 The 3-cyano-phenyl H Me H F H H Br H Nine fluoro-2-butyl H CF3
8-3447 The 4-cyano-phenyl H Me H F H H Br H Nine fluoro-2-butyl H CF3
[table 70]
The 8th table (5)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-3462 2-chloropyridine-3-base H Me H F H H Br H Nine fluoro-2-butyl H CF3
8-3504 Phenyl H Me H F H H I H Seven fluorine sec.-propyls H CF3
8-3524 The 3-cyano-phenyl H Me H F H H I H Seven fluorine sec.-propyls H CF3
8-3525 The 4-cyano-phenyl H Me H F H H I H Seven fluorine sec.-propyls H CF3
8-3540 2-chloropyridine-3-base H Me H F H H I H Seven fluorine sec.-propyls H CF3
8-3582 Phenyl H Me H F H H I H Nine fluoro-2-butyl H CF3
8-3602 The 3-cyano-phenyl H Me H F H H I H Nine fluoro-2-butyl H CF3
8-3603 The 4-cyano-phenyl H Me H F H H I H Nine fluoro-2-butyl H CF3
8-3618 2-chloropyridine-3-base H Me H F H H I H Nine fluoro-2-butyl H CF3
8-3660 Phenyl H Me H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
8-3691 2-chloropyridine-3-base H Me H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
8-3716 Phenyl H Me H F H H OCF3 H Nine fluoro-2-butyl H OCF3
8-3747 2-chloropyridine-3-base H Me H F H H OCF3 H Nine fluoro-2-butyl H OCF3
8-3772 Phenyl H Me H F H H CF3 H Seven fluorine sec.-propyls H OCF3
8-3803 2-chloropyridine-3-base H Me H F H H CF3 H Seven fluorine sec.-propyls H OCF3
8-3828 Phenyl H Me H F H H CF3 H Nine fluoro-2-butyl H OCF3
8-3859 2-chloropyridine-3-base H Me H F H H CF3 H Nine fluoro-2-butyl H OCF3
8-3884 Phenyl H Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
8-3904 The 3-cyano-phenyl H Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
8-3905 The 4-cyano-phenyl H Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
8-3920 2-chloropyridine-3-base H Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
8-3952 Phenyl H Me H F H H CF3 H Nine fluoro-2-butyl H CF3
8-3972 The 3-cyano-phenyl H Me H F H H CF3 H Nine fluoro-2-butyl H CF3
8-3973 The 4-cyano-phenyl H Me H F H H CF3 H Nine fluoro-2-butyl H CF3
8-3988 2-chloropyridine-3-base H Me H F H H CF3 H Nine fluoro-2-butyl H CF3
8-4020 Phenyl H Me F F H H F H Seven fluorine sec.-propyls H F
8-4021 The 3-cyano-phenyl H Me F F H H F H Seven fluorine sec.-propyls H F
8-4022 The 4-cyano-phenyl H Me F F H H F H Seven fluorine sec.-propyls H F
8-4023 2-chloropyridine-3-base H Me F F H H F H Seven fluorine sec.-propyls H F
8-4024 Phenyl H Me F F H H F H Nine fluoro-2-butyl H F
8-4025 The 3-cyano-phenyl H Me F F H H F H Nine fluoro-2-butyl H F
8-4026 The 4-cyano-phenyl H Me F F H H F H Nine fluoro-2-butyl H F
8-4027 2-chloropyridine-3-base H Me F F H H F H Nine fluoro-2-butyl H F
8-4028 Phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H Cl
8-4048 The 3-cyano-phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H Cl
8-4049 The 4-cyano-phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H Cl
8-4064 2-chloropyridine-3-base H Me F F H H Cl H Seven fluorine sec.-propyls H Cl
8-4106 Phenyl H Me F F H H Cl H Nine fluoro-2-butyl H Cl
8-4126 The 3-cyano-phenyl H Me F F H H Cl H Nine fluoro-2-butyl H Cl
8-4127 The 4-cyano-phenyl H Me F F H H Cl H Nine fluoro-2-butyl H Cl
8-4142 2-chloropyridine-3-base H Me F F H H Cl H Nine fluoro-2-butyl H Cl
8-4184 Phenyl H Me F F H H Br H Seven fluorine sec.-propyls H Br
Figure BPA00001310061502421
[table 71]
The 8th table (6)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-4610 2-chloropyridine-3-base H Me F F H H Cl H Nine fluoro-2-butyl H OCF3
8-4652 Phenyl H Me F F H H Br H Seven fluorine sec.-propyls H OCF3
8-4672 The 3-cyano-phenyl H Me F F H H Br H Seven fluorine sec.-propyls H OCF3
8-4673 The 4-cyano-phenyl H Me F F H H Br H Seven fluorine sec.-propyls H OCF3
8-4688 2-chloropyridine-3-base H Me F F H H Br H Seven fluorine sec.-propyls H OCF3
8-4730 Phenyl H Me F F H H Br H Nine fluoro-2-butyl H OCF3
8-4750 The 3-cyano-phenyl H Me F F H H Br H Nine fluoro-2-butyl H OCF3
8-4751 The 4-cyano-phenyl H Me F F H H Br H Nine fluoro-2-butyl H OCF3
8-4808 Phenyl H Me F F H H I H Seven fluorine sec.-propyls H OCF3
8-4828 The 3-cyano-phenyl H Me F F H H I H Seven fluorine sec.-propyls H OCF3
8-4829 The 4-cyano-phenyl H Me F F H H I H Seven fluorine sec.-propyls H OCF3
8-4844 2-chloropyridine-3-base H Me F F H H I H Seven fluorine sec.-propyls H OCF3
8-4886 Phenyl H Me F F H H I H Nine fluoro-2-butyl H OCF3
8-4906 The 3-cyano-phenyl H Me F F H H I H Nine fluoro-2-butyl H OCF3
8-4907 The 4-cyano-phenyl H Me F F H H I H Nine fluoro-2-butyl H OCF3
8-4922 2-chloropyridine-3-base H Me F F H H I H Nine fluoro-2-butyl H OCF3
8-4964 Phenyl H Me F F H H F H Seven fluorine sec.-propyls H CF3
8-4965 Phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H CF3
8-4985 The 3-cyano-phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H CF3
8-4986 The 4-cyano-phenyl H Me F F H H Cl H Seven fluorine sec.-propyls H CF3
8-5001 2-chloropyridine-3-base H Me F F H H Cl H Seven fluorine sec.-propyls H CF3
8-5043 Phenyl H Me F F H H F H Nine fluoro-2-butyl H CF3
8-5044 Phenyl H Me F F H H Cl H Nine fluoro-2-butyl H CF3
8-5064 The 3-cyano-phenyl H Me F F H H Cl H Nine fluoro-2-butyl H CF3
8-5065 The 4-cyano-phenyl H Me F F H H Cl H Nine fluoro-2-butyl H CF3
8-5080 2-chloropyridine-3-base H Me F F H H Cl H Nine fluoro-2-butyl H CF3
8-5122 Phenyl H Me F F H H Br H Seven fluorine sec.-propyls H CF3
8-5142 The 3-cyano-phenyl H Me F F H H Br H Seven fluorine sec.-propyls H CF3
8-5143 The 4-cyano-phenyl H Me F F H H Br H Seven fluorine sec.-propyls H CF3
8-5158 2-chloropyridine-3-base H Me F F H H Br H Seven fluorine sec.-propyls H CF3
8-5200 Phenyl H Me F F H H Br H Nine fluoro-2-butyl H CF3
8-5220 The 3-cyano-phenyl H Me F F H H Br H Nine fluoro-2-butyl H CF3
8-5221 The 4-cyano-phenyl H Me F F H H Br H Nine fluoro-2-butyl H CF3
8-5236 2-chloropyridine-3-base H Me F F H H Br H Nine fluoro-2-butyl H CF3
8-5278 Phenyl H Me F F H H I H Seven fluorine sec.-propyls H CF3
8-5298 The 3-cyano-phenyl H Me F F H H I H Seven fluorine sec.-propyls H CF3
8-5299 The 4-cyano-phenyl H Me F F H H I H Seven fluorine sec.-propyls H CF3
8-5314 2-chloropyridine-3-base H Me F F H H I H Seven fluorine sec.-propyls H CF3
8-5356 Phenyl H Me F F H H I H Nine fluoro-2-butyl H CF3
8-5376 The 3-cyano-phenyl H Me F F H H I H Nine fluoro-2-butyl H CF3
8-5377 The 4-cyano-phenyl H Me F F H H I H Nine fluoro-2-butyl H CF3
8-5392 2-chloropyridine-3-base H Me F F H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061502441
[table 72]
The 8th table (7)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-5801 Phenyl H Me F F F H Br H Nine fluoro-2-butyl H CF3
8-5802 Phenyl H Me F F F H CF3 H Nine fluoro-2-butyl H CF3
8-5803 Phenyl H Me H H F H Cl H Pentafluoroethyl group H Cl
8-5804 Phenyl H Me H H F H Br H Seven fluorine sec.-propyls H Br
8-5805 Phenyl H Me H H F H Br H Seven fluorine sec.-propyls H OCF3
8-5806 Phenyl H Me H H F H I H Seven fluorine sec.-propyls H CF3
8-5807 Phenyl H Me H H F H CF3 H Seven fluorine sec.-propyls H CF3
8-5808 Phenyl H Me H H F H I H Nine fluoro-2-butyl H I
8-5809 Phenyl H Me H H F H Cl H Nine fluoro-2-butyl H OCF3
8-5810 Phenyl H Me H H F H Br H Nine fluoro-2-butyl H CF3
8-5811 Phenyl H Me H H F H CF3 H Nine fluoro-2-butyl H CF3
8-5812 Phenyl H Me H H H F Cl H Pentafluoroethyl group H Cl
8-5813 Phenyl H Me H H H F Br H Seven fluorine sec.-propyls H Br
8-5814 Phenyl H Me H H H F Br H Seven fluorine sec.-propyls H OCF3
8-5815 Phenyl H Me H H H F I H Seven fluorine sec.-propyls H CF3
8-5816 Phenyl H Me H H H F CF3 H Seven fluorine sec.-propyls H CF3
8-5817 Phenyl H Me H H H F I H Nine fluoro-2-butyl H I
8-5818 Phenyl H Me H H H F Cl H Nine fluoro-2-butyl H OCF3
8-5819 Phenyl H Me H H H F Br H Nine fluoro-2-butyl H CF3
8-5820 Phenyl H Me H H H F CF3 H Nine fluoro-2-butyl H CF3
8-5821 Phenyl H Me F H F H Cl H Pentafluoroethyl group H Cl
8-5822 Phenyl H Me F H F H Br H Seven fluorine sec.-propyls H Br
8-5823 Phenyl H Me F H F H Br H Seven fluorine sec.-propyls H OCF3
8-5824 Phenyl H Me F H F H I H Seven fluorine sec.-propyls H CF3
8-5825 Phenyl H Me F H F H CF3 H Seven fluorine sec.-propyls H CF3
8-5826 Phenyl H Me F H F H I H Nine fluoro-2-butyl H I
8-5827 Phenyl H Me F H F H Cl H Nine fluoro-2-butyl H OCF3
8-5828 Phenyl H Me F H F H Br H Nine fluoro-2-butyl H CF3
8-5829 Phenyl H Me F H F H CF3 H Nine fluoro-2-butyl H CF3
8-5830 Phenyl H Me F H H F Cl H Pentafluoroethyl group H Cl
8-5831 Phenyl H Me F H H F Br H Seven fluorine sec.-propyls H Br
8-5832 Phenyl H Me F H H F Br H Seven fluorine sec.-propyls H OCF3
8-5833 Phenyl H Me F H H F I H Seven fluorine sec.-propyls H CF3
8-5834 Phenyl H Me F H H F CF3 H Seven fluorine sec.-propyls H CF3
8-5835 Phenyl H Me F H H F I H Nine fluoro-2-butyl H I
8-5836 Phenyl H Me F H H F Cl H Nine fluoro-2-butyl H OCF3
8-5837 Phenyl H Me F H H F Br H Nine fluoro-2-butyl H CF3
8-5838 Phenyl H Me F H H F CF3 H Nine fluoro-2-butyl H CF3
8-5839 Phenyl H Me H F F H Cl H Pentafluoroethyl group H Cl
8-5840 Phenyl H Me H F F H Br H Seven fluorine sec.-propyls H Br
8-5841 Phenyl H Me H F F H Br H Seven fluorine sec.-propyls H OCF3
8-5842 Phenyl H Me H F F H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502461
[table 73]
The 8th table (8)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
8-5865 Phenyl H Me H H F F CF3 H Nine fluoro-2-butyl H CF3
8-5866 Phenyl H Me F F H F Cl H Pentafluoroethyl group H Cl
8-5867 Phenyl H Me F F H F Br H Seven fluorine sec.-propyls H Br
8-5868 Phenyl H Me F F H F Br H Seven fluorine sec.-propyls H OCF3
8-5869 Phenyl H Me F F H F I H Seven fluorine sec.-propyls H CF3
8-5870 Phenyl H Me F F H F CF3 H Seven fluorine sec.-propyls H CF3
8-5871 Phenyl H Me F F H F I H Nine fluoro-2-butyl H I
8-5872 Phenyl H Me F F H F Cl H Nine fluoro-2-butyl H OCF3
8-5873 Phenyl H Me F F H F Br H Nine fluoro-2-butyl H CF3
8-5874 Phenyl H Me F F H F CF3 H Nine fluoro-2-butyl H CF3
8-5875 Phenyl H Me F H F F Cl H Pentafluoroethyl group H Cl
8-5876 Phenyl H Me F H F F Br H Seven fluorine sec.-propyls H Br
8-5877 Phenyl H Me F H F F Br H Seven fluorine sec.-propyls H OCF3
8-5878 Phenyl H Me F H F F I H Seven fluorine sec.-propyls H CF3
8-5879 Phenyl H Me F H F F CF3 H Seven fluorine sec.-propyls H CF3
8-5880 Phenyl H Me F H F F I H Nine fluoro-2-butyl H I
8-5881 Phenyl H Me F H F F Cl H Nine fluoro-2-butyl H OCF3
8-5882 Phenyl H Me F H F F Br H Nine fluoro-2-butyl H CF3
8-5883 Phenyl H Me F H F F CF3 H Nine fluoro-2-butyl H CF3
8-5884 Phenyl H Me H F F F Cl H Pentafluoroethyl group H Cl
8-5885 Phenyl H Me H F F F Br H Seven fluorine sec.-propyls H Br
8-5886 Phenyl H Me H F F F Br H Seven fluorine sec.-propyls H OCF3
8-5887 Phenyl H Me H F F F I H Seven fluorine sec.-propyls H CF3
8-5888 Phenyl H Me H F F F CF3 H Seven fluorine sec.-propyls H CF3
8-5889 Phenyl H Me H F F F I H Nine fluoro-2-butyl H I
8-5890 Phenyl H Me H F F F Cl H Nine fluoro-2-butyl H OCF3
8-5891 Phenyl H Me H F F F Br H Nine fluoro-2-butyl H CF3
8-5892 Phenyl H Me H F F F CF3 H Nine fluoro-2-butyl H CF3
8-5893 Phenyl H Me F F F F Cl H Pentafluoroethyl group H Cl
8-5894 Phenyl H Me F F F F Br H Seven fluorine sec.-propyls H Br
8-5895 Phenyl H Me F F F F Br H Seven fluorine sec.-propyls H OCF3
8-5896 Phenyl H Me F F F F I H Seven fluorine sec.-propyls H CF3
8-5897 Phenyl H Me F F F F CF3 H Seven fluorine sec.-propyls H CF3
8-5898 Phenyl H Me F F F F I H Nine fluoro-2-butyl H I
8-5899 Phenyl H Me F F F F Cl H Nine fluoro-2-butyl H OCF3
8-5900 Phenyl H Me F F F F Br H Nine fluoro-2-butyl H CF3
8-5901 Phenyl H Me F F F F CF3 H Nine fluoro-2-butyl H CF3
[table 74]
Figure BPA00001310061502481
The 9th table (1)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
9-1 Phenyl Me Me H H H H F H Nine fluoro-2-butyl H F
9-2 The 3-cyano-phenyl Me Me H H H H F H Nine fluoro-2-butyl H F
9-3 The 4-cyano-phenyl Me Me H H H H F H Nine fluoro-2-butyl H F
9-4 2-chloropyridine-3-base Me Me H H H H F H Nine fluoro-2-butyl H F
9-5 Phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H Cl
9-12 The 3-cyano-phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H Cl
9-13 The 4-cyano-phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H Cl
9-24 2-chloropyridine-3-base Me Me H H H H Cl H Nine fluoro-2-butyl H Cl
9-38 Phenyl Me Me H H H H Br H Nine fluoro-2-butyl H Br
9-45 The 3-cyano-phenyl Me Me H H H H Br H Nine fluoro-2-butyl H Br
9-46 The 4-cyano-phenyl Me Me H H H H Br H Nine fluoro-2-butyl H Br
9-57 2-chloropyridine-3-base Me Me H H H H Br H Nine fluoro-2-butyl H Br
9-71 Phenyl Me Me H H H H I H Nine fluoro-2-butyl H I
9-78 The 3-cyano-phenyl Me Me H H H H I H Nine fluoro-2-butyl H I
9-79 The 4-cyano-phenyl Me Me H H H H I H Nine fluoro-2-butyl H I
9-90 2-chloropyridine-3-base Me Me H H H H I H Nine fluoro-2-butyl H I
9-109 Phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H Br
9-112 Phenyl Me Me H H H H F H Seven fluorine sec.-propyls H CF3
9-113 Phenyl Me Me H H H H Cl H Seven fluorine sec.-propyls H CF3
9-133 The 3-cyano-phenyl Me Me H H H H Cl H Seven fluorine sec.-propyls H CF3
9-134 The 4-cyano-phenyl Me Me H H H H Cl H Seven fluorine sec.-propyls H CF3
9-149 2-chloropyridine-3-base Me Me H H H H Cl H Seven fluorine sec.-propyls H CF3
9-191 Phenyl Me Me H H H H F H Nine fluoro-2-butyl H CF3
9-192 Phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H CF3
9-212 The 3-cyano-phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H CF3
9-213 The 4-cyano-phenyl Me Me H H H H Cl H Nine fluoro-2-butyl H CF3
9-228 2-chloropyridine-3-base Me Me H H H H Cl H Nine fluoro-2-butyl H CF3
9-270 Phenyl Me Me H H H H Br H Seven fluorine sec.-propyls H CF3
9-290 The 3-cyano-phenyl Me Me H H H H Br H Seven fluorine sec.-propyls H CF3
9-291 The 4-cyano-phenyl Me Me H H H H Br H Seven fluorine sec.-propyls H CF3
9-306 2-chloropyridine-3-base Me Me H H H H Br H Seven fluorine sec.-propyls H CF3
9-348 Phenyl Me Me H H H H Br H Nine fluoro-2-butyl H CF3
9-368 The 3-cyano-phenyl Me Me H H H H Br H Nine fluoro-2-butyl H CF3
9-369 The 4-cyano-phenyl Me Me H H H H Br H Nine fluoro-2-butyl H CF3
[table 75]
The 9th table (2)
Figure BPA00001310061502501
[table 76]
The 9th table (3)
Figure BPA00001310061502521
Figure BPA00001310061502531
[table 77]
The 9th table (4)
Figure BPA00001310061502541
Figure BPA00001310061502551
[table 78]
The 9th table (5)
Figure BPA00001310061502561
[table 79]
The 9th table (6)
Figure BPA00001310061502591
[table 80]
The 9th table (7)
Figure BPA00001310061502601
Figure BPA00001310061502611
[table 81]
The 9th table (8)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
9-4601 2-chloropyridine-3-base Me Me H F H H Cl H Seven fluorine sec.-propyls H CF3
9-4643 Phenyl Me Me H F H H F H Nine fluoro-2-butyl H CF3
9-4644 Phenyl Me Me H F H H Cl H Nine fluoro-2-butyl H CF3
9-4664 The 3-cyano-phenyl Me Me H F H H Cl H Nine fluoro-2-butyl H CF3
9-4665 The 4-cyano-phenyl Me Me H F H H Cl H Nine fluoro-2-butyl H CF3
9-4680 2-chloropyridine-3-base Me Me H F H H Cl H Nine fluoro-2-butyl H CF3
9-4722 Phenyl Me Me H F H H Br H Seven fluorine sec.-propyls H CF3
9-4742 The 3-cyano-phenyl Me Me H F H H Br H Seven fluorine sec.-propyls H CF3
9-4743 The 4-cyano-phenyl Me Me H F H H Br H Seven fluorine sec.-propyls H CF3
9-4758 2-chloropyridine-3-base Me Me H F H H Br H Seven fluorine sec.-propyls H CF3
9-4800 Phenyl Me Me H F H H Br H Nine fluoro-2-butyl H CF3
9-4820 The 3-cyano-phenyl Me Me H F H H Br H Nine fluoro-2-butyl H CF3
9-4821 The 4-cyano-phenyl Me Me H F H H Br H Nine fluoro-2-butyl H CF3
9-4836 2-chloropyridine-3-base Me Me H F H H Br H Nine fluoro-2-butyl H CF3
9-4878 Phenyl Me Me H F H H I H Seven fluorine sec.-propyls H CF3
9-4898 The 3-cyano-phenyl Me Me H F H H I H Seven fluorine sec.-propyls H CF3
9-4899 The 4-cyano-phenyl Me Me H F H H I H Seven fluorine sec.-propyls H CF3
9-4914 2-chloropyridine-3-base Me Me H F H H I H Seven fluorine sec.-propyls H CF3
9-4956 Phenyl Me Me H F H H I H Nine fluoro-2-butyl H CF3
9-4976 The 3-cyano-phenyl Me Me H F H H I H Nine fluoro-2-butyl H CF3
9-4977 The 4-cyano-phenyl Me Me H F H H I H Nine fluoro-2-butyl H CF3
9-4992 2-chloropyridine-3-base Me Me H F H H I H Nine fluoro-2-butyl H CF3
9-5230 Phenyl Me Me H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
9-5261 2-chloropyridine-3-base Me Me H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
9-5286 Phenyl Me Me H F H H OCF3 H Nine fluoro-2-butyl H OCF3
9-5317 2-chloropyridine-3-base Me Me H F H H OCF3 H Nine fluoro-2-butyl H OCF3
9-5342 Phenyl Me Me H F H H CF3 H Seven fluorine sec.-propyls H OCF3
9-5373 2-chloropyridine-3-base Me Me H F H H CF3 H Seven fluorine sec.-propyls H OCF3
9-5398 Phenyl Me Me H F H H CF3 H Nine fluoro-2-butyl H OCF3
9-5429 2-chloropyridine-3-base Me Me H F H H CF3 H Nine fluoro-2-butyl H OCF3
9-5454 Phenyl Me Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
9-5474 The 3-cyano-phenyl Me Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
9-5475 The 4-cyano-phenyl Me Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
9-5490 2-chloropyridine-3-base Me Me H F H H CF3 H Seven fluorine sec.-propyls H CF3
9-5522 Phenyl Me Me H F H H CF3 H Nine fluoro-2-butyl H CF3
9-5542 The 3-cyano-phenyl Me Me H F H H CF3 H Nine fluoro-2-butyl H CF3
9-5543 The 4-cyano-phenyl Me Me H F H H CF3 H Nine fluoro-2-butyl H CF3
9-5558 2-chloropyridine-3-base Me Me H F H H CF3 H Nine fluoro-2-butyl H CF3
9-5786 Phenyl Me Me F F H H F H Seven fluorine sec.-propyls H F
9-5787 The 3-cyano-phenyl Me Me F F H H F H Seven fluorine sec.-propyls H F
9-5788 The 4-cyano-phenyl Me Me F F H H F H Seven fluorine sec.-propyls H F
Figure BPA00001310061502631
[table 82]
The 9th table (9)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
9-6127 The 4-cyano-phenyl Me Me F F H H I H Seven fluorine sec.-propyls H I
9-6142 2-chloropyridine-3-base Me Me F F H H I H Seven fluorine sec.-propyls H I
9-6184 Phenyl Me Me F F H H I H Nine fluoro-2-butyl H I
9-6204 The 3-cyano-phenyl Me Me F F H H I H Nine fluoro-2-butyl H I
9-6205 The 4-cyano-phenyl Me Me F F H H I H Nine fluoro-2-butyl H I
9-6220 2-chloropyridine-3-base Me Me F F H H I H Nine fluoro-2-butyl H I
9-6458 Phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H OCF3
9-6478 The 3-cyano-phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H OCF3
9-6479 The 4-cyano-phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H OCF3
9-6494 2-chloropyridine-3-base Me Me F F H H Cl H Seven fluorine sec.-propyls H OCF3
9-6536 Phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H OCF3
9-6556 The 3-cyano-phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H OCF3
9-6557 The 4-cyano-phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H OCF3
9-6572 2-chloropyridine-3-base Me Me F F H H Cl H Nine fluoro-2-butyl H OCF3
9-6614 Phenyl Me Me F F H H Br H Seven fluorine sec.-propyls H OCF3
9-6634 The 3-cyano-phenyl Me Me F F H H Br H Seven fluorine sec.-propyls H OCF3
9-6635 The 4-cyano-phenyl Me Me F F H H Br H Seven fluorine sec.-propyls H OCF3
9-6650 2-chloropyridine-3-base Me Me F F H H Br H Seven fluorine sec.-propyls H OCF3
9-6692 Phenyl Me Me F F H H Br H Nine fluoro-2-butyl H OCF3
9-6712 The 3-cyano-phenyl Me Me F F H H Br H Nine fluoro-2-butyl H OCF3
9-6713 The 4-cyano-phenyl Me Me F F H H Br H Nine fluoro-2-butyl H OCF3
9-6728 2-chloropyridine-3-base Me Me F F H H Br H Nine fluoro-2-butyl H OCF3
9-6770 Phenyl Me Me F F H H I H Seven fluorine sec.-propyls H OCF3
9-6790 The 3-cyano-phenyl Me Me F F H H I H Seven fluorine sec.-propyls H OCF3
9-6791 The 4-cyano-phenyl Me Me F F H H I H Seven fluorine sec.-propyls H OCF3
9-6806 2-chloropyridine-3-base Me Me F F H H I H Seven fluorine sec.-propyls H OCF3
9-6848 Phenyl Me Me F F H H I H Nine fluoro-2-butyl H OCF3
9-6868 The 3-cyano-phenyl Me Me F F H H I H Nine fluoro-2-butyl H OCF3
9-6869 The 4-cyano-phenyl Me Me F F H H I H Nine fluoro-2-butyl H OCF3
9-6884 2-chloropyridine-3-base Me Me F F H H I H Nine fluoro-2-butyl H OCF3
9-7122 Phenyl Me Me F F H H F H Seven fluorine sec.-propyls H CF3
9-7123 Phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H CF3
9-7143 The 3-cyano-phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H CF3
9-7144 The 4-cyano-phenyl Me Me F F H H Cl H Seven fluorine sec.-propyls H CF3
9-7159 2-chloropyridine-3-base Me Me F F H H Cl H Seven fluorine sec.-propyls H CF3
9-7201 Phenyl Me Me F F H H F H Nine fluoro-2-butyl H CF3
9-7202 Phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H CF3
9-7222 The 3-cyano-phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H CF3
9-7223 The 4-cyano-phenyl Me Me F F H H Cl H Nine fluoro-2-butyl H CF3
9-7238 2-chloropyridine-3-base Me Me F F H H Cl H Nine fluoro-2-butyl H CF3
9-7280 Phenyl Me Me F F H H Br H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502651
[table 83]
The 9th table (10)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
9-8012 Phenyl Me Me F F H H CF3 H Seven fluorine sec.-propyls H CF3
9-8032 The 3-cyano-phenyl Me Me F F H H CF3 H Seven fluorine sec.-propyls H CF3
9-8033 The 4-cyano-phenyl Me Me F F H H CF3 H Seven fluorine sec.-propyls H CF3
9-8048 2-chloropyridine-3-base Me Me F F H H CF3 H Seven fluorine sec.-propyls H CF3
9-8080 Phenyl Me Me F F H H CF3 H Nine fluoro-2-butyl H CF3
9-8100 The 3-cyano-phenyl Me Me F F H H CF3 H Nine fluoro-2-butyl H CF3
9-8101 The 4-cyano-phenyl Me Me F F H H CF3 H Nine fluoro-2-butyl H CF3
9-8116 2-chloropyridine-3-base Me Me F F H H CF3 H Nine fluoro-2-butyl H CF3
9-8344 Phenyl Me Me F F F H Cl H Pentafluoroethyl group H Cl
9-8345 Phenyl Me Me F F F H Br H Seven fluorine sec.-propyls H Br
9-8346 Phenyl Me Me F F F H Br H Seven fluorine sec.-propyls H OCF3
9-8347 Phenyl Me Me F F F H I H Seven fluorine sec.-propyls H CF3
9-8348 Phenyl Me Me F F F H CF3 H Seven fluorine sec.-propyls H CF3
9-8349 Phenyl Me Me F F F H I H Nine fluoro-2-butyl H I
9-8350 Phenyl Me Me F F F H Cl H Nine fluoro-2-butyl H OCF3
9-8351 Phenyl Me Me F F F H Br H Nine fluoro-2-butyl H CF3
9-8352 Phenyl Me Me F F F H CF3 H Nine fluoro-2-butyl H CF3
9-8353 Phenyl Me Me H H F H Cl H Pentafluoroethyl group H Cl
9-8354 Phenyl Me Me H H F H Br H Seven fluorine sec.-propyls H Br
9-8355 Phenyl Me Me H H F H Br H Seven fluorine sec.-propyls H OCF3
9-8356 Phenyl Me Me H H F H I H Seven fluorine sec.-propyls H CF3
9-8357 Phenyl Me Me H H F H CF3 H Seven fluorine sec.-propyls H CF3
9-8358 Phenyl Me Me H H F H I H Nine fluoro-2-butyl H I
9-8359 Phenyl Me Me H H F H Cl H Nine fluoro-2-butyl H OCF3
9-8360 Phenyl Me Me H H F H Br H Nine fluoro-2-butyl H CF3
9-8361 Phenyl Me Me H H F H CF3 H Nine fluoro-2-butyl H CF3
9-8362 Phenyl Me Me H H H F Cl H Pentafluoroethyl group H Cl
9-8363 Phenyl Me Me H H H F Br H Seven fluorine sec.-propyls H Br
9-8364 Phenyl Me Me H H H F Br H Seven fluorine sec.-propyls H OCF3
9-8365 Phenyl Me Me H H H F I H Seven fluorine sec.-propyls H CF3
9-8366 Phenyl Me Me H H H F CF3 H Seven fluorine sec.-propyls H CF3
9-8367 Phenyl Me Me H H H F I H Nine fluoro-2-butyl H I
9-8368 Phenyl Me Me H H H F Cl H Nine fluoro-2-butyl H OCF3
9-8369 Phenyl Me Me H H H F Br H Nine fluoro-2-butyl H CF3
9-8370 Phenyl Me Me H H H F CF3 H Nine fluoro-2-butyl H CF3
9-8371 Phenyl Me Me F H F H Cl H Pentafluoroethyl group H Cl
9-8372 Phenyl Me Me F H F H Br H Seven fluorine sec.-propyls H Br
9-8373 Phenyl Me Me F H F H Br H Seven fluorine sec.-propyls H OCF3
9-8374 Phenyl Me Me F H F H I H Seven fluorine sec.-propyls H CF3
9-8375 Phenyl Me Me F H F H CF3 H Seven fluorine sec.-propyls H CF3
9-8376 Phenyl Me Me F H F H I H Nine fluoro-2-butyl H I
Figure BPA00001310061502671
[table 84]
The 9th table (11)
The compound sequence number Q 1 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
9-8400 Phenyl Me Me H F H F Br H Seven fluorine sec.-propyls H OCF3
9-8401 Phenyl Me Me H F H F I H Seven fluorine sec.-propyls H CF3
9-8402 Phenyl Me Me H F H F CF3 H Seven fluorine sec.-propyls H CF3
9-8403 Phenyl Me Me H F H F I H Nine fluoro-2-butyl H I
9-8404 Phenyl Me Me H F H F Cl H Nine fluoro-2-butyl H OCF3
9-8405 Phenyl Me Me H F H F Br H Nine fluoro-2-butyl H CF3
9-8406 Phenyl Me Me H F H F CF3 H Nine fluoro-2-butyl H CF3
9-8407 Phenyl Me Me H H F F Cl H Pentafluoroethyl group H Cl
9-8408 Phenyl Me Me H H F F Br H Seven fluorine sec.-propyls H Br
9-8409 Phenyl Me Me H H F F Br H Seven fluorine sec.-propyls H OCF3
9-8410 Phenyl Me Me H H F F I H Seven fluorine sec.-propyls H CF3
9-8411 Phenyl Me Me H H F F CF3 H Seven fluorine sec.-propyls H CF3
9-8412 Phenyl Me Me H H F F I H Nine fluoro-2-butyl H I
9-8413 Phenyl Me Me H H F F Cl H Nine fluoro-2-butyl H OCF3
9-8414 Phenyl Me Me H H F F Br H Nine fluoro-2-butyl H CF3
9-8415 Phenyl Me Me H H F F CF3 H Nine fluoro-2-butyl H CF3
9-8416 Phenyl Me Me F F H F Cl H Pentafluoroethyl group H Cl
9-8417 Phenyl Me Me F F H F Br H Seven fluorine sec.-propyls H Br
9-8418 Phenyl Me Me F F H F Br H Seven fluorine sec.-propyls H OCF3
9-8419 Phenyl Me Me F F H F I H Seven fluorine sec.-propyls H CF3
9-8420 Phenyl Me Me F F H F CF3 H Seven fluorine sec.-propyls H CF3
9-8421 Phenyl Me Me F F H F I H Nine fluoro-2-butyl H I
9-8422 Phenyl Me Me F F H F Cl H Nine fluoro-2-butyl H OCF3
9-8423 Phenyl Me Me F F H F Br H Nine fluoro-2-butyl H CF3
9-8424 Phenyl Me Me F F H F CF3 H Nine fluoro-2-butyl H CF3
9-8425 Phenyl Me Me F H F F Cl H Pentafluoroethyl group H Cl
9-8426 Phenyl Me Me F H F F Br H Seven fluorine sec.-propyls H Br
9-8427 Phenyl Me Me F H F F Br H Seven fluorine sec.-propyls H OCF3
9-8428 Phenyl Me Me F H F F I H Seven fluorine sec.-propyls H CF3
9-8429 Phenyl Me Me F H F F CF3 H Seven fluorine sec.-propyls H CF3
9-8430 Phenyl Me Me F H F F I H Nine fluoro-2-butyl H I
9-8431 Phenyl Me Me F H F F Cl H Nine fluoro-2-butyl H OCF3
9-8432 Phenyl Me Me F H F F Br H Nine fluoro-2-butyl H CF3
9-8433 Phenyl Me Me F H F F CF3 H Nine fluoro-2-butyl H CF3
9-8434 Phenyl Me Me H F F F Cl H Pentafluoroethyl group H Cl
9-8435 Phenyl Me Me H F F F Br H Seven fluorine sec.-propyls H Br
9-8436 Phenyl Me Me H F F F Br H Seven fluorine sec.-propyls H OCF3
9-8437 Phenyl Me Me H F F F I H Seven fluorine sec.-propyls H CF3
9-8438 Phenyl Me Me H F F F CF3 H Seven fluorine sec.-propyls H CF3
9-8439 Phenyl Me Me H F F F I H Nine fluoro-2-butyl H I
9-8440 Phenyl Me Me H F F F Cl H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061502691
[table 85]
Figure BPA00001310061502701
The 10th table (1)
Figure BPA00001310061502702
Figure BPA00001310061502711
[table 86]
The 10th table (2)
Figure BPA00001310061502721
Figure BPA00001310061502731
[table 87]
The 10th table (3)
Figure BPA00001310061502741
Figure BPA00001310061502751
[table 88]
The 10th table (4)
Figure BPA00001310061502771
[table 89]
The 10th table (5)
Figure BPA00001310061502781
[table 90]
The 11st table (1)
Figure BPA00001310061502811
[table 91]
The 11st table (2)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-612 3,3,3-three fluoro-n-propyl group H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-613 The n-butyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-614 4,4,4-three fluoro-n-butyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-615 The i-butyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-616 The s-butyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-617 Vinyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-618 Benzyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-619 Phenyl H H F H H H Br H Seven fluorine sec.-propyls H OCF3
11-620 Methyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-621 Ethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-622 The 2-fluoro ethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-623 The 2-chloroethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-624 The 2-bromotrifluoromethane H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-625 2-iodine ethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-626 The 2-cyano ethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-627 2,2-two fluoro ethyls H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-628 2, the 2-Dichloroethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-629 2,2, the 2-trifluoroethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-630 2,2,2-three chloroethyls H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-631 2,2, the 2-three bromomethyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-632 The n-propyl group H H F H H H Br H Nine fluoro-2-butyl H OC2F5
11-633 3-fluoro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-634 3-chloro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-635 3-bromo-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-636 The i-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-637 1,2-two fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-638 1,3-two fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-639 1,3-two chloro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-640 1-chloro-3-fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-641 3,3,3-three fluoro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-642 The n-butyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-643 4,4,4-three fluoro-n-butyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-644 The i-butyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-645 The s-butyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-646 Vinyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-647 Benzyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-648 Phenyl H H F H H H Br H Nine fluoro-2-butyl H OCF3
11-649 Methyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
11-650 Ethyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
11-651 The 2-fluoro ethyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
11-652 The 2-chloroethyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061502831
[table 92]
The 11st table (3)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-676 Benzyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
11-677 Phenyl H H F H H H I H Seven fluorine sec.-propyls H OCF3
11-678 Methyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-679 Ethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-680 The 2-fluoro ethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-681 The 2-chloroethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-682 The 2-bromotrifluoromethane H H F H H H I H Nine fluoro-2-butyl H OCF3
11-683 2-iodine ethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-684 The 2-cyano ethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-685 2,2-two fluoro ethyls H H F H H H I H Nine fluoro-2-butyl H OCF3
11-686 2, the 2-Dichloroethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-687 2,2, the 2-trifluoroethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-688 2,2,2-three chloroethyls H H F H H H I H Nine fluoro-2-butyl H OCF3
11-689 2,2, the 2-three bromomethyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-690 The n-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-691 3-fluoro-n-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-692 3-chloro-n-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-693 3-bromo-n-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-694 The i-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-695 1,2-two fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-696 1,3-two fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-697 1,3-two chloro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-698 1-chloro-3-fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-699 3,3,3-three fluoro-n-propyl group H H F H H H I H Nine fluoro-2-butyl H OCF3
11-700 The n-butyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-701 4,4,4-three fluoro-n-butyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-702 The i-butyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-703 The s-butyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-704 Vinyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-705 Benzyl H H F H H H I H Nine fluoro-2-butyl H OC2F5
11-706 Phenyl H H F H H H I H Nine fluoro-2-butyl H OCF3
11-707 2,2,2-three chloroethyls H H F H H H F H Seven fluorine sec.-propyls H CF3
11-708 2,2,2-three chloroethyls H H F H H H F H Nine fluoro-2-butyl H CF3
11-709 Methyl H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-710 Ethyl H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-711 The 2-fluoro ethyl H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-712 The 2-chloroethyl H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-713 The 2-bromotrifluoromethane H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-714 2-iodine ethyl H H F H H H Cl H Seven fluorine sec.-propyls H CF3
11-715 The 2-cyano ethyl H H F H H H Cl H Seven fluorine sec.-propyls H C2F5
11-716 2,2-two fluoro ethyls H H F H H H Cl H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502851
[table 93]
The 11st table (4)
Figure BPA00001310061502861
[table 94]
The 11st table (5)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-804 2, the 2-Dichloroethyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-805 2,2, the 2-trifluoroethyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-806 2,2,2-three chloroethyls H H F H H H Br H Nine fluoro-2-butyl H CF3
11-807 2,2, the 2-three bromomethyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-808 The n-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-809 3-fluoro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-810 3-chloro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-811 3-bromo-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-812 The i-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-813 1,2-two fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-814 1,3-two fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-815 1,3-two chloro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-816 1-chloro-3-fluoro-2-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-817 3,3,3-three fluoro-n-propyl group H H F H H H Br H Nine fluoro-2-butyl H CF3
11-818 The n-butyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-819 4,4,4-three fluoro-n-butyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-820 The i-butyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-821 The s-butyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-822 Vinyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-823 Benzyl H H F H H H Br H Nine fluoro-2-butyl H CF3
11-824 Phenyl H H F H H H Br H Nine fluoro-2-butyl H i-C3F7
11-825 Methyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-826 Ethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-827 The 2-fluoro ethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-828 The 2-chloroethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-829 The 2-bromotrifluoromethane H H F H H H I H Seven fluorine sec.-propyls H CF3
11-830 2-iodine ethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-831 The 2-cyano ethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-832 2,2-two fluoro ethyls H H F H H H I H Seven fluorine sec.-propyls H CF3
11-833 2, the 2-Dichloroethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-834 2,2, the 2-trifluoroethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-835 2,2,2-three chloroethyls H H F H H H I H Seven fluorine sec.-propyls H CF3
11-836 2,2, the 2-three bromomethyl H H F H H H I H Seven fluorine sec.-propyls H CF3
11-837 The n-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-838 3-fluoro-n-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-839 3-chloro-n-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-840 3-bromo-n-propyl group H H F H H H I H Seven fluorine sec.-propyls H C2F5
11-841 The i-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-842 1,2-two fluoro-2-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-843 1,3-two fluoro-2-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
11-844 1,3-two chloro-2-propyl group H H F H H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061502891
[table 95]
The 11st table (6)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-868 3-chloro-n-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-869 3-bromo-n-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-870 The i-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-871 1,2-two fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-872 1,3-two fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-873 1,3-two chloro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-874 1-chloro-3-fluoro-2-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-875 3,3,3-three fluoro-n-propyl group H H F H H H I H Nine fluoro-2-butyl H CF3
11-876 The n-butyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-877 4,4,4-three fluoro-n-butyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-878 The i-butyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-879 The s-butyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-880 Vinyl H H F H H H I H Nine fluoro-2-butyl H i-C3F7
11-881 Benzyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-882 Phenyl H H F H H H I H Nine fluoro-2-butyl H CF3
11-893 2,2,2-three chloroethyls H H F H H H OCF3 H Seven fluorine sec.-propyls H OCF3
11-922 2,2,2-three chloroethyls H H F H H H OCF3 H Nine fluoro-2-butyl H OCF3
11-951 2,2,2-three chloroethyls H H F H H H CF3 H Seven fluorine sec.-propyls H OCF3
11-980 2,2,2-three chloroethyls H H F H H H CF3 H Nine fluoro-2-butyl H OCF3
11-999 Methyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1000 Ethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1001 The 2-fluoro ethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1002 The 2-chloroethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1003 The 2-bromotrifluoromethane H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1004 2-iodine ethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1005 The 2-cyano ethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1006 2,2-two fluoro ethyls H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1007 2, the 2-Dichloroethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1008 2,2, the 2-trifluoroethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1009 2,2,2-three chloroethyls H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1010 2,2, the 2-three bromomethyl H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1011 The n-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1012 3-fluoro-n-propyl group H H F H H H C2F5 H Seven fluorine sec.-propyls H CF3
11-1013 3-chloro-n-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1014 3-bromo-n-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1015 The i-propyl group H H F H H H i-C3F7 H Seven fluorine sec.-propyls H CF3
11-1016 1,2-two fluoro-2-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1017 1,3-two fluoro-2-propyl group H H F H H H CF3 H Pentafluoroethyl group H CF3
11-1018 1,3-two chloro-2-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1019 1-chloro-3-fluoro-2-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
11-1020 3,3,3-three fluoro-n-propyl group H H F H H H CF3 H Seven fluorine sec.-propyls H CF3
[table 96]
The 11st table (7)
Figure BPA00001310061502931
[table 97]
The 11st table (8)
Figure BPA00001310061502941
Figure BPA00001310061502951
[table 98]
The 11st table (9)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-2519 2,2,2-three chloroethyls H H F H F H Br H Nine fluoro-2-butyl H CF3
11-2520 2,2,2-three chloroethyls H H F H F H CF3 H Nine fluoro-2-butyl H CF3
11-2521 2,2,2-three chloroethyls H H F H H F Cl H Pentafluoroethyl group H Cl
11-2522 2,2,2-three chloroethyls H H F H H F Br H Seven fluorine sec.-propyls H Br
11-2523 2,2,2-three chloroethyls H H F H H F Br H Seven fluorine sec.-propyls H OCF3
11-2524 2,2,2-three chloroethyls H H F H H F I H Seven fluorine sec.-propyls H CF3
11-2525 2,2,2-three chloroethyls H H F H H F CF3 H Seven fluorine sec.-propyls H CF3
11-2526 2,2,2-three chloroethyls H H F H H F I H Nine fluoro-2-butyl H I
11-2527 2,2,2-three chloroethyls H H F H H F Cl H Nine fluoro-2-butyl H OCF3
11-2528 2,2,2-three chloroethyls H H F H H F Br H Nine fluoro-2-butyl H CF3
11-2529 2,2,2-three chloroethyls H H F H H F CF3 H Nine fluoro-2-butyl H CF3
11-2530 2,2,2-three chloroethyls H H H F F H Cl H Pentafluoroethyl group H Cl
11-2531 2,2,2-three chloroethyls H H H F F H Br H Seven fluorine sec.-propyls H Br
11-2532 2,2,2-three chloroethyls H H H F F H Br H Seven fluorine sec.-propyls H OCF3
11-2533 2,2,2-three chloroethyls H H H F F H I H Seven fluorine sec.-propyls H CF3
11-2534 2,2,2-three chloroethyls H H H F F H CF3 H Seven fluorine sec.-propyls H CF3
11-2535 2,2,2-three chloroethyls H H H F F H I H Nine fluoro-2-butyl H I
11-2536 2,2,2-three chloroethyls H H H F F H Cl H Nine fluoro-2-butyl H OCF3
11-2537 2,2,2-three chloroethyls H H H F F H Br H Nine fluoro-2-butyl H CF3
11-2538 2,2,2-three chloroethyls H H H F F H CF3 H Nine fluoro-2-butyl H CF3
11-2539 2,2,2-three chloroethyls H H H F H F Cl H Pentafluoroethyl group H Cl
11-2540 2,2,2-three chloroethyls H H H F H F Br H Seven fluorine sec.-propyls H Br
11-2541 2,2,2-three chloroethyls H H H F H F Br H Seven fluorine sec.-propyls H OCF3
11-2542 2,2,2-three chloroethyls H H H F H F I H Seven fluorine sec.-propyls H CF3
11-2543 2,2,2-three chloroethyls H H H F H F CF3 H Seven fluorine sec.-propyls H CF3
11-2544 2,2,2-three chloroethyls H H H F H F I H Nine fluoro-2-butyl H I
11-2545 2,2,2-three chloroethyls H H H F H F Cl H Nine fluoro-2-butyl H OCF3
11-2546 2,2,2-three chloroethyls H H H F H F Br H Nine fluoro-2-butyl H CF3
11-2547 2,2,2-three chloroethyls H H H F H F CF3 H Nine fluoro-2-butyl H CF3
11-2548 2,2,2-three chloroethyls H H H H F F Cl H Pentafluoroethyl group H Cl
11-2549 2,2,2-three chloroethyls H H H H F F Br H Seven fluorine sec.-propyls H Br
11-2550 2,2,2-three chloroethyls H H H H F F Br H Seven fluorine sec.-propyls H OCF3
11-2551 2,2,2-three chloroethyls H H H H F F I H Seven fluorine sec.-propyls H CF3
11-2552 2,2,2-three chloroethyls H H H H F F CF3 H Seven fluorine sec.-propyls H CF3
11-2553 2,2,2-three chloroethyls H H H H F F I H Nine fluoro-2-butyl H I
11-2554 2,2,2-three chloroethyls H H H H F F Cl H Nine fluoro-2-butyl H OCF3
11-2555 2,2,2-three chloroethyls H H H H F F Br H Nine fluoro-2-butyl H CF3
11-2556 2,2,2-three chloroethyls H H H H F F CF3 H Nine fluoro-2-butyl H CF3
11-2557 2,2,2-three chloroethyls H H F F H F Cl H Pentafluoroethyl group H Cl
11-2558 2,2,2-three chloroethyls H H F F H F Br H Seven fluorine sec.-propyls H Br
11-2559 2,2,2-three chloroethyls H H F F H F Br H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061502971
[table 99]
The 11st table (10)
Figure BPA00001310061502981
Figure BPA00001310061502991
[table 100]
The 11st table (11)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
11-3483 2,2,2-three chloroethyls H H F CN H H F H Seven fluorine sec.-propyls H CF3
11-3484 2,2,2-three chloroethyls H H F CN H H F H Nine fluoro-2-butyl H CF3
11-3495 2,2,2-three chloroethyls H H F CN H H Cl H Seven fluorine sec.-propyls H CF3
11-3524 2,2,2-three chloroethyls H H F CN H H Cl H Nine fluoro-2-butyl H CF3
11-3553 2,2,2-three chloroethyls H H F CN H H Br H Seven fluorine sec.-propyls H CF3
11-3566 4,4,4-three fluoro-n-butyl H H F CN H H Br H Seven fluorine sec.-propyls H CF3
11-3582 2,2,2-three chloroethyls H H F CN H H Br H Nine fluoro-2-butyl H CF3
11-3595 4,4,4-three fluoro-n-butyl H H F CN H H Br H Nine fluoro-2-butyl H CF3
11-3611 2,2,2-three chloroethyls H H F CN H H I H Seven fluorine sec.-propyls H CF3
11-3624 4,4,4-three fluoro-n-butyl H H F CN H H I H Seven fluorine sec.-propyls H CF3
11-3640 2,2,2-three chloroethyls H H F CN H H I H Nine fluoro-2-butyl H CF3
11-3653 4,4,4-three fluoro-n-butyl H H F CN H H I H Nine fluoro-2-butyl H CF3
11-3669 2,2,2-three chloroethyls H H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
11-3698 2,2,2-three chloroethyls H H F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
11-3727 2,2,2-three chloroethyls H H F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
11-3756 2,2,2-three chloroethyls H H F CN H H CF3 H Nine fluoro-2-butyl H OCF3
11-3785 2,2,2-three chloroethyls H H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
11-3814 2,2,2-three chloroethyls H H F CN H H CF3 H Nine fluoro-2-butyl H CF3
11-3833 2,2,2-three chloroethyls H H F CN F H F H Seven fluorine sec.-propyls H F
11-3834 2,2,2-three chloroethyls H H F CN F H F H Nine fluoro-2-butyl H F
11-3845 2,2,2-three chloroethyls H H F CN F H Cl H Seven fluorine sec.-propyls H Cl
11-3874 2,2,2-three chloroethyls H H F CN F H Cl H Nine fluoro-2-butyl H Cl
11-3903 2,2,2-three chloroethyls H H F CN F H Br H Seven fluorine sec.-propyls H Br
11-3932 2,2,2-three chloroethyls H H F CN F H Br H Nine fluoro-2-butyl H Br
11-3961 2,2,2-three chloroethyls H H F CN F H I H Seven fluorine sec.-propyls H I
11-3990 2,2,2-three chloroethyls H H F CN F H I H Nine fluoro-2-butyl H I
11-4009 2,2,2-three chloroethyls H H F CN F H F H Seven fluorine sec.-propyls H Cl
11-4010 2,2,2-three chloroethyls H H F CN F H F H Seven fluorine sec.-propyls H Br
11-4011 2,2,2-three chloroethyls H H F CN F H F H Seven fluorine sec.-propyls H I
11-4012 2,2,2-three chloroethyls H H F CN F H Cl H Seven fluorine sec.-propyls H Br
11-4013 2,2,2-three chloroethyls H H F CN F H Cl H Seven fluorine sec.-propyls H I
11-4014 2,2,2-three chloroethyls H H F CN F H Br H Seven fluorine sec.-propyls H I
11-4015 2,2,2-three chloroethyls H H F CN F H F H Nine fluoro-2-butyl H Cl
11-4016 2,2,2-three chloroethyls H H F CN F H F H Nine fluoro-2-butyl H Br
11-4017 2,2,2-three chloroethyls H H F CN F H F H Nine fluoro-2-butyl H I
11-4018 2,2,2-three chloroethyls H H F CN F H Cl H Nine fluoro-2-butyl H Br
11-4019 2,2,2-three chloroethyls H H F CN F H Cl H Nine fluoro-2-butyl H I
11-4020 2,2,2-three chloroethyls H H F CN F H Br H Nine fluoro-2-butyl H I
11-4021 2,2,2-three chloroethyls H H F CN F H F H Seven fluorine sec.-propyls H OCF3
11-4022 2,2,2-three chloroethyls H H F CN F H F H Nine fluoro-2-butyl H OCF3
11-4033 2,2,2-three chloroethyls H H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061503011
[table 101]
Figure BPA00001310061503021
The 12nd table (1)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
12-1 2,2,2-three chloroethyls Me H H H H H F H Seven fluorine sec.-propyls H OCF3
12-2 2,2,2-three chloroethyls Me H H H H H F H Nine fluoro-2-butyl H OCF3
12-13 2,2,2-three chloroethyls Me H H H H H Cl H Seven fluorine sec.-propyls H OCF3
12-42 2,2,2-three chloroethyls Me H H H H H Cl H Nine fluoro-2-butyl H OCF3
12-71 2,2,2-three chloroethyls Me H H H H H Br H Seven fluorine sec.-propyls H OCF3
12-100 2,2,2-three chloroethyls Me H H H H H Br H Nine fluoro-2-butyl H OCF3
12-129 2,2,2-three chloroethyls Me H H H H H I H Seven fluorine sec.-propyls H OCF3
12-158 2,2,2-three chloroethyls Me H H H H H I H Nine fluoro-2-butyl H OCF3
12-177 2,2,2-three chloroethyls Me H H H H H F H Seven fluorine sec.-propyls H CF3
12-178 2,2,2-three chloroethyls Me H H H H H F H Nine fluoro-2-butyl H CF3
12-189 2,2,2-three chloroethyls Me H H H H H Cl H Seven fluorine sec.-propyls H CF3
12-218 2,2,2-three chloroethyls Me H H H H H Cl H Nine fluoro-2-butyl H CF3
12-247 2,2,2-three chloroethyls Me H H H H H Br H Seven fluorine sec.-propyls H CF3
12-276 2,2,2-three chloroethyls Me H H H H H Br H Nine fluoro-2-butyl H CF3
12-305 2,2,2-three chloroethyls Me H H H H H I H Seven fluorine sec.-propyls H CF3
12-334 2,2,2-three chloroethyls Me H H H H H I H Nine fluoro-2-butyl H CF3
12-363 2,2,2-three chloroethyls Me H H H H H OCF3 H Seven fluorine sec.-propyls H OCF3
12-392 2,2,2-three chloroethyls Me H H H H H OCF3 H Nine fluoro-2-butyl H OCF3
12-421 2,2,2-three chloroethyls Me H H H H H CF3 H Seven fluorine sec.-propyls H OCF3
12-450 2,2,2-three chloroethyls Me H H H H H CF3 H Nine fluoro-2-butyl H OCF3
12-479 2,2,2-three chloroethyls Me H H H H H CF3 H Seven fluorine sec.-propyls H CF3
12-508 2,2,2-three chloroethyls Me H H H H H CF3 H Nine fluoro-2-butyl H CF3
12-527 2,2,2-three chloroethyls Me H F H H H F H Seven fluorine sec.-propyls H F
12-528 2,2,2-three chloroethyls Me H F H H H Cl H Seven fluorine sec.-propyls H Cl
12-529 2,2,2-three chloroethyls Me H F H H H Br H Seven fluorine sec.-propyls H Br
12-530 2,2,2-three chloroethyls Me H F H H H I H Seven fluorine sec.-propyls H I
12-531 2,2,2-three chloroethyls Me H F H H H F H Seven fluorine sec.-propyls H OCF3
12-532 2,2,2-three chloroethyls Me H F H H H F H Nine fluoro-2-butyl H OCF3
12-543 2,2,2-three chloroethyls Me H F H H H Cl H Seven fluorine sec.-propyls H OCF3
12-572 2,2,2-three chloroethyls Me H F H H H Cl H Nine fluoro-2-butyl H OCF3
12-601 2,2,2-three chloroethyls Me H F H H H Br H Seven fluorine sec.-propyls H OCF3
12-630 2,2,2-three chloroethyls Me H F H H H Br H Nine fluoro-2-butyl H OCF3
12-659 2,2,2-three chloroethyls Me H F H H H I H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061503031
[table 102]
The 12nd table (2)
Figure BPA00001310061503041
Figure BPA00001310061503051
[table 103]
The 12nd table (3)
Figure BPA00001310061503061
Figure BPA00001310061503071
[table 104]
The 12nd table (4)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
12-1315 2,2,2-three chloroethyls Me H H F H H Br H Seven fluorine sec.-propyls H OCF3
12-1344 2,2,2-three chloroethyls Me H H F H H Br H Nine fluoro-2-butyl H OCF3
12-1373 2,2,2-three chloroethyls Me H H F H H I H Seven fluorine sec.-propyls H OCF3
12-1402 2,2,2-three chloroethyls Me H H F H H I H Nine fluoro-2-butyl H OCF3
12-1421 2,2,2-three chloroethyls Me H H F H H F H Seven fluorine sec.-propyls H CF3
12-1422 2,2,2-three chloroethyls Me H H F H H F H Nine fluoro-2-butyl H CF3
12-1433 2,2,2-three chloroethyls Me H H F H H Cl H Seven fluorine sec.-propyls H CF3
12-1462 2,2,2-three chloroethyls Me H H F H H Cl H Nine fluoro-2-butyl H CF3
12-1491 2,2,2-three chloroethyls Me H H F H H Br H Seven fluorine sec.-propyls H CF3
12-1520 2,2,2-three chloroethyls Me H H F H H Br H Nine fluoro-2-butyl H CF3
12-1549 2,2,2-three chloroethyls Me H H F H H I H Seven fluorine sec.-propyls H CF3
12-1578 2,2,2-three chloroethyls Me H H F H H I H Nine fluoro-2-butyl H CF3
12-1607 2,2,2-three chloroethyls Me H H F H H OCF3 H Seven fluorine sec.-propyls H OCF3
12-1636 2,2,2-three chloroethyls Me H H F H H OCF3 H Nine fluoro-2-butyl H OCF3
12-1665 2,2,2-three chloroethyls Me H H F H H CF3 H Seven fluorine sec.-propyls H OCF3
12-1694 2,2,2-three chloroethyls Me H H F H H CF3 H Nine fluoro-2-butyl H OCF3
12-1723 2,2,2-three chloroethyls Me H H F H H CF3 H Seven fluorine sec.-propyls H CF3
12-1752 2,2,2-three chloroethyls Me H H F H H CF3 H Nine fluoro-2-butyl H CF3
12-1771 2,2,2-three chloroethyls Me H F F H H F H Seven fluorine sec.-propyls H F
12-1772 2,2,2-three chloroethyls Me H F F H H F H Nine fluoro-2-butyl H F
12-1783 2,2,2-three chloroethyls Me H F F H H Cl H Seven fluorine sec.-propyls H Cl
12-1812 2,2,2-three chloroethyls Me H F F H H Cl H Nine fluoro-2-butyl H Cl
12-1841 2,2,2-three chloroethyls Me H F F H H Br H Seven fluorine sec.-propyls H Br
12-1870 2,2,2-three chloroethyls Me H F F H H Br H Nine fluoro-2-butyl H Br
12-1899 2,2,2-three chloroethyls Me H F F H H I H Seven fluorine sec.-propyls H I
12-1928 2,2,2-three chloroethyls Me H F F H H I H Nine fluoro-2-butyl H I
12-1956 2,2,2-three chloroethyls Me H F F H H Cl H Nine fluoro-2-butyl H Br
12-1959 2,2,2-three chloroethyls Me H F F H H F H Seven fluorine sec.-propyls H OCF3
12-1960 2,2,2-three chloroethyls Me H F F H H F H Nine fluoro-2-butyl H OCF3
12-1971 2,2,2-three chloroethyls Me H F F H H Cl H Seven fluorine sec.-propyls H OCF3
12-2000 2,2,2-three chloroethyls Me H F F H H Cl H Nine fluoro-2-butyl H OCF3
12-2029 2,2,2-three chloroethyls Me H F F H H Br H Seven fluorine sec.-propyls H OCF3
12-2058 2,2,2-three chloroethyls Me H F F H H Br H Nine fluoro-2-butyl H OCF3
12-2087 2,2,2-three chloroethyls Me H F F H H I H Seven fluorine sec.-propyls H OCF3
12-2116 2,2,2-three chloroethyls Me H F F H H I H Nine fluoro-2-butyl H OCF3
12-2135 2,2,2-three chloroethyls Me H F F H H F H Seven fluorine sec.-propyls H CF3
12-2136 2,2,2-three chloroethyls Me H F F H H F H Nine fluoro-2-butyl H CF3
12-2147 2,2,2-three chloroethyls Me H F F H H Cl H Seven fluorine sec.-propyls H CF3
12-2176 2,2,2-three chloroethyls Me H F F H H Cl H Nine fluoro-2-butyl H CF3
Figure BPA00001310061503091
[table 105]
The 12nd table (5)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
12-2500 2,2,2-three chloroethyls Me H H H F H Cl H Nine fluoro-2-butyl H OCF3
12-2501 2,2,2-three chloroethyls Me H H H F H Br H Nine fluoro-2-butyl H CF3
12-2502 2,2,2-three chloroethyls Me H H H F H CF3 H Nine fluoro-2-butyl H CF3
12-2503 2,2,2-three chloroethyls Me H H H H F Cl H Pentafluoroethyl group H Cl
12-2504 2,2,2-three chloroethyls Me H H H H F Br H Seven fluorine sec.-propyls H Br
12-2505 2,2,2-three chloroethyls Me H H H H F Br H Seven fluorine sec.-propyls H OCF3
12-2506 2,2,2-three chloroethyls Me H H H H F I H Seven fluorine sec.-propyls H CF3
12-2507 2,2,2-three chloroethyls Me H H H H F CF3 H Seven fluorine sec.-propyls H CF3
12-2508 2,2,2-three chloroethyls Me H H H H F I H Nine fluoro-2-butyl H I
12-2509 2,2,2-three chloroethyls Me H H H H F Cl H Nine fluoro-2-butyl H OCF3
12-2510 2,2,2-three chloroethyls Me H H H H F Br H Nine fluoro-2-butyl H CF3
12-2511 2,2,2-three chloroethyls Me H H H H F CF3 H Nine fluoro-2-butyl H CF3
12-2512 2,2,2-three chloroethyls Me H F H F H Cl H Pentafluoroethyl group H Cl
12-2513 2,2,2-three chloroethyls Me H F H F H Br H Seven fluorine sec.-propyls H Br
12-2514 2,2,2-three chloroethyls Me H F H F H Br H Seven fluorine sec.-propyls H OCF3
12-2515 2,2,2-three chloroethyls Me H F H F H I H Seven fluorine sec.-propyls H CF3
12-2516 2,2,2-three chloroethyls Me H F H F H CF3 H Seven fluorine sec.-propyls H CF3
12-2517 2,2,2-three chloroethyls Me H F H F H I H Nine fluoro-2-butyl H I
12-2518 2,2,2-three chloroethyls Me H F H F H Cl H Nine fluoro-2-butyl H OCF3
12-2519 2,2,2-three chloroethyls Me H F H F H Br H Nine fluoro-2-butyl H CF3
12-2520 2,2,2-three chloroethyls Me H F H F H CF3 H Nine fluoro-2-butyl H CF3
12-2521 2,2,2-three chloroethyls Me H F H H F Cl H Pentafluoroethyl group H Cl
12-2522 2,2,2-three chloroethyls Me H F H H F Br H Seven fluorine sec.-propyls H Br
12-2523 2,2,2-three chloroethyls Me H F H H F Br H Seven fluorine sec.-propyls H OCF3
12-2524 2,2,2-three chloroethyls Me H F H H F I H Seven fluorine sec.-propyls H CF3
12-2525 2,2,2-three chloroethyls Me H F H H F CF3 H Seven fluorine sec.-propyls H CF3
12-2526 2,2,2-three chloroethyls Me H F H H F I H Nine fluoro-2-butyl H I
12-2527 2,2,2-three chloroethyls Me H F H H F Cl H Nine fluoro-2-butyl H OCF3
12-2528 2,2,2-three chloroethyls Me H F H H F Br H Nine fluoro-2-butyl H CF3
12-2529 2,2,2-three chloroethyls Me H F H H F CF3 H Nine fluoro-2-butyl H CF3
12-2530 2,2,2-three chloroethyls Me H H F F H Cl H Pentafluoroethyl group H Cl
12-2531 2,2,2-three chloroethyls Me H H F F H Br H Seven fluorine sec.-propyls H Br
12-2532 2,2,2-three chloroethyls Me H H F F H Br H Seven fluorine sec.-propyls H OCF3
12-2533 2,2,2-three chloroethyls Me H H F F H I H Seven fluorine sec.-propyls H CF3
12-2534 2,2,2-three chloroethyls Me H H F F H CF3 H Seven fluorine sec.-propyls H CF3
12-2535 2,2,2-three chloroethyls Me H H F F H I H Nine fluoro-2-butyl H I
12-2536 2,2,2-three chloroethyls Me H H F F H Cl H Nine fluoro-2-butyl H OCF3
12-2537 2,2,2-three chloroethyls Me H H F F H Br H Nine fluoro-2-butyl H CF3
12-2538 2,2,2-three chloroethyls Me H H F F H CF3 H Nine fluoro-2-butyl H CF3
Figure BPA00001310061503111
[table 106]
The 12nd table (6)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
12-2564 2,2,2-three chloroethyls Me H F F H F Br H Nine fluoro-2-butyl H CF3
12-2565 2,2,2-three chloroethyls Me H F F H F CF3 H Nine fluoro-2-butyl H CF3
12-2566 2,2,2-three chloroethyls Me H F H F F Cl H Pentafluoroethyl group H Cl
12-2567 2,2,2-three chloroethyls Me H F H F F Br H Seven fluorine sec.-propyls H Br
12-2568 2,2,2-three chloroethyls Me H F H F F Br H Seven fluorine sec.-propyls H OCF3
12-2569 2,2,2-three chloroethyls Me H F H F F I H Seven fluorine sec.-propyls H CF3
12-2570 2,2,2-three chloroethyls Me H F H F F CF3 H Seven fluorine sec.-propyls H CF3
12-2571 2,2,2-three chloroethyls Me H F H F F I H Nine fluoro-2-butyl H I
12-2572 2,2,2-three chloroethyls Me H F H F F Cl H Nine fluoro-2-butyl H OCF3
12-2573 2,2,2-three chloroethyls Me H F H F F Br H Nine fluoro-2-butyl H CF3
12-2574 2,2,2-three chloroethyls Me H F H F F CF3 H Nine fluoro-2-butyl H CF3
12-2575 2,2,2-three chloroethyls Me H H F F F Cl H Pentafluoroethyl group H Cl
12-2576 2,2,2-three chloroethyls Me H H F F F Br H Seven fluorine sec.-propyls H Br
12-2577 2,2,2-three chloroethyls Me H H F F F Br H Seven fluorine sec.-propyls H OCF3
12-2578 2,2,2-three chloroethyls Me H H F F F I H Seven fluorine sec.-propyls H CF3
12-2579 2,2,2-three chloroethyls Me H H F F F CF3 H Seven fluorine sec.-propyls H CF3
12-2580 2,2,2-three chloroethyls Me H H F F F I H Nine fluoro-2-butyl H I
12-2581 2,2,2-three chloroethyls Me H H F F F Cl H Nine fluoro-2-butyl H OCF3
12-2582 2,2,2-three chloroethyls Me H H F F F Br H Nine fluoro-2-butyl H CF3
12-2583 2,2,2-three chloroethyls Me H H F F F CF3 H Nine fluoro-2-butyl H CF3
12-2584 2,2,2-three chloroethyls Me H F F F F Cl H Pentafluoroethyl group H Cl
12-2585 2,2,2-three chloroethyls Me H F F F F Br H Seven fluorine sec.-propyls H Br
12-2586 2,2,2-three chloroethyls Me H F F F F Br H Seven fluorine sec.-propyls H OCF3
12-2587 2,2,2-three chloroethyls Me H F F F F I H Seven fluorine sec.-propyls H CF3
12-2588 2,2,2-three chloroethyls Me H F F F F CF3 H Seven fluorine sec.-propyls H CF3
12-2589 2,2,2-three chloroethyls Me H F F F F I H Nine fluoro-2-butyl H I
12-2590 2,2,2-three chloroethyls Me H F F F F Cl H Nine fluoro-2-butyl H OCF3
12-2591 2,2,2-three chloroethyls Me H F F F F Br H Nine fluoro-2-butyl H CF3
12-2592 2,2,2-three chloroethyls Me H F F F F CF3 H Nine fluoro-2-butyl H CF3
12-2593 2,2,2-three chloroethyls Me H H CN H H F H Seven fluorine sec.-propyls H OCF3
12-2594 2,2,2-three chloroethyls Me H H CN H H F H Nine fluoro-2-butyl H OCF3
12-2605 2,2,2-three chloroethyls Me H H CN H H Cl H Seven fluorine sec.-propyls H OCF3
12-2634 2,2,2-three chloroethyls Me H H CN H H Cl H Nine fluoro-2-butyl H OCF3
12-2663 2,2,2-three chloroethyls Me H H CN H H Br H Seven fluorine sec.-propyls H OCF3
12-2692 2,2,2-three chloroethyls Me H H CN H H Br H Nine fluoro-2-butyl H OCF3
12-2721 2,2,2-three chloroethyls Me H H CN H H I H Seven fluorine sec.-propyls H OCF3
12-2750 2,2,2-three chloroethyls Me H H CN H H I H Nine fluoro-2-butyl H OCF3
12-2769 2,2,2-three chloroethyls Me H H CN H H F H Seven fluorine sec.-propyls H CF3
12-2770 2,2,2-three chloroethyls Me H H CN H H F H Nine fluoro-2-butyl H CF3
Figure BPA00001310061503131
[table 107]
The 12nd table (7)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
12-3377 2,2,2-three chloroethyls Me H F CN H H Br H Seven fluorine sec.-propyls H OCF3
12-3406 2,2,2-three chloroethyls Me H F CN H H Br H Nine fluoro-2-butyl H OCF3
12-3435 2,2,2-three chloroethyls Me H F CN H H I H Seven fluorine sec.-propyls H OCF3
12-3464 2,2,2-three chloroethyls Me H F CN H H I H Nine fluoro-2-butyl H OCF3
12-3483 2,2,2-three chloroethyls Me H F CN H H F H Seven fluorine sec.-propyls H CF3
12-3484 2,2,2-three chloroethyls Me H F CN H H F H Nine fluoro-2-butyl H CF3
12-3495 2,2,2-three chloroethyls Me H F CN H H Cl H Seven fluorine sec.-propyls H CF3
12-3524 2,2,2-three chloroethyls Me H F CN H H Cl H Nine fluoro-2-butyl H CF3
12-3553 2,2,2-three chloroethyls Me H F CN H H Br H Seven fluorine sec.-propyls H CF3
12-3582 2,2,2-three chloroethyls Me H F CN H H Br H Nine fluoro-2-butyl H CF3
12-3611 2,2,2-three chloroethyls Me H F CN H H I H Seven fluorine sec.-propyls H CF3
12-3640 2,2,2-three chloroethyls Me H F CN H H I H Nine fluoro-2-butyl H CF3
12-3669 2,2,2-three chloroethyls Me H F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
12-3698 2,2,2-three chloroethyls Me H F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
12-3727 2,2,2-three chloroethyls Me H F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
12-3756 2,2,2-three chloroethyls Me H F CN H H CF3 H Nine fluoro-2-butyl H OCF3
12-3785 2,2,2-three chloroethyls Me H F CN H H CF3 H Seven fluorine sec.-propyls H CF3
12-3814 2,2,2-three chloroethyls Me H F CN H H CF3 H Nine fluoro-2-butyl H CF3
12-3833 2,2,2-three chloroethyls Me H F CN F H F H Seven fluorine sec.-propyls H F
12-3834 2,2,2-three chloroethyls Me H F CN F H F H Nine fluoro-2-butyl H F
12-3845 2,2,2-three chloroethyls Me H F CN F H Cl H Seven fluorine sec.-propyls H Cl
12-3874 2,2,2-three chloroethyls Me H F CN F H Cl H Nine fluoro-2-butyl H Cl
12-3903 2,2,2-three chloroethyls Me H F CN F H Br H Seven fluorine sec.-propyls H Br
12-3932 2,2,2-three chloroethyls Me H F CN F H Br H Nine fluoro-2-butyl H Br
12-3961 2,2,2-three chloroethyls Me H F CN F H I H Seven fluorine sec.-propyls H I
12-3990 2,2,2-three chloroethyls Me H F CN F H I H Nine fluoro-2-butyl H I
12-4018 2,2,2-three chloroethyls Me H F CN F H Cl H Nine fluoro-2-butyl H Br
12-4021 2,2,2-three chloroethyls Me H F CN F H F H Seven fluorine sec.-propyls H OCF3
12-4022 2,2,2-three chloroethyls Me H F CN F H F H Nine fluoro-2-butyl H OCF3
12-4033 2,2,2-three chloroethyls Me H F CN F H Cl H Seven fluorine sec.-propyls H OCF3
12-4062 2,2,2-three chloroethyls Me H F CN F H Cl H Nine fluoro-2-butyl H OCF3
12-4091 2,2,2-three chloroethyls Me H F CN F H Br H Seven fluorine sec.-propyls H OCF3
12-4120 2,2,2-three chloroethyls Me H F CN F H Br H Nine fluoro-2-butyl H OCF3
12-4149 2,2,2-three chloroethyls Me H F CN F H I H Seven fluorine sec.-propyls H OCF3
12-4178 2,2,2-three chloroethyls Me H F CN F H I H Nine fluoro-2-butyl H OCF3
12-4197 2,2,2-three chloroethyls Me H F CN F H F H Seven fluorine sec.-propyls H CF3
12-4198 2,2,2-three chloroethyls Me H F CN F H F H Nine fluoro-2-butyl H CF3
12-4209 2,2,2-three chloroethyls Me H F CN F H Cl H Seven fluorine sec.-propyls H CF3
12-4238 2,2,2-three chloroethyls Me H F CN F H Cl H Nine fluoro-2-butyl H CF3
Figure BPA00001310061503151
[table 108]
Figure BPA00001310061503161
The 13rd table (1)
Figure BPA00001310061503162
Figure BPA00001310061503171
[table 109]
The 13rd table (2)
Figure BPA00001310061503181
Figure BPA00001310061503191
[table 110]
The 13rd table (3)
Figure BPA00001310061503201
Figure BPA00001310061503211
[table 111]
The 13rd table (4)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
13-2529 2,2,2-three chloroethyls H Me F H H F CF3 H Nine fluoro-2-butyl H CF3
13-2530 2,2,2-three chloroethyls H Me H F F H Cl H Pentafluoroethyl group H Cl
13-2531 2,2,2-three chloroethyls H Me H F F H Br H Seven fluorine sec.-propyls H Br
13-2532 2,2,2-three chloroethyls H Me H F F H Br H Seven fluorine sec.-propyls H OCF3
13-2533 2,2,2-three chloroethyls H Me H F F H I H Seven fluorine sec.-propyls H CF3
13-2534 2,2,2-three chloroethyls H Me H F F H CF3 H Seven fluorine sec.-propyls H CF3
13-2535 2,2,2-three chloroethyls H Me H F F H I H Nine fluoro-2-butyl H I
13-2536 2,2,2-three chloroethyls H Me H F F H Cl H Nine fluoro-2-butyl H OCF3
13-2537 2,2,2-three chloroethyls H Me H F F H Br H Nine fluoro-2-butyl H CF3
13-2538 2,2,2-three chloroethyls H Me H F F H CF3 H Nine fluoro-2-butyl H CF3
13-2539 2,2,2-three chloroethyls H Me H F H F Cl H Pentafluoroethyl group H Cl
13-2540 2,2,2-three chloroethyls H Me H F H F Br H Seven fluorine sec.-propyls H Br
13-2541 2,2,2-three chloroethyls H Me H F H F Br H Seven fluorine sec.-propyls H OCF3
13-2542 2,2,2-three chloroethyls H Me H F H F I H Seven fluorine sec.-propyls H CF3
13-2543 2,2,2-three chloroethyls H Me H F H F CF3 H Seven fluorine sec.-propyls H CF3
13-2544 2,2,2-three chloroethyls H Me H F H F I H Nine fluoro-2-butyl H I
13-2545 2,2,2-three chloroethyls H Me H F H F Cl H Nine fluoro-2-butyl H OCF3
13-2546 2,2,2-three chloroethyls H Me H F H F Br H Nine fluoro-2-butyl H CF3
13-2547 2,2,2-three chloroethyls H Me H F H F CF3 H Nine fluoro-2-butyl H CF3
13-2548 2,2,2-three chloroethyls H Me H H F F Cl H Pentafluoroethyl group H Cl
13-2549 2,2,2-three chloroethyls H Me H H F F Br H Seven fluorine sec.-propyls H Br
13-2550 2,2,2-three chloroethyls H Me H H F F Br H Seven fluorine sec.-propyls H OCF3
13-2551 2,2,2-three chloroethyls H Me H H F F I H Seven fluorine sec.-propyls H CF3
13-2552 2,2,2-three chloroethyls H Me H H F F CF3 H Seven fluorine sec.-propyls H CF3
13-2553 2,2,2-three chloroethyls H Me H H F F I H Nine fluoro-2-butyl H I
13-2554 2,2,2-three chloroethyls H Me H H F F Cl H Nine fluoro-2-butyl H OCF3
13-2555 2,2,2-three chloroethyls H Me H H F F Br H Nine fluoro-2-butyl H CF3
13-2556 2,2,2-three chloroethyls H Me H H F F CF3 H Nine fluoro-2-butyl H CF3
13-2557 2,2,2-three chloroethyls H Me F F H F Cl H Pentafluoroethyl group H Cl
13-2558 2,2,2-three chloroethyls H Me F F H F Br H Seven fluorine sec.-propyls H Br
13-2559 2,2,2-three chloroethyls H Me F F H F Br H Seven fluorine sec.-propyls H OCF3
13-2560 2,2,2-three chloroethyls H Me F F H F I H Seven fluorine sec.-propyls H CF3
13-2561 2,2,2-three chloroethyls H Me F F H F CF3 H Seven fluorine sec.-propyls H CF3
13-2562 2,2,2-three chloroethyls H Me F F H F I H Nine fluoro-2-butyl H I
13-2563 2,2,2-three chloroethyls H Me F F H F Cl H Nine fluoro-2-butyl H OCF3
13-2564 2,2,2-three chloroethyls H Me F F H F Br H Nine fluoro-2-butyl H CF3
13-2565 2,2,2-three chloroethyls H Me F F H F CF3 H Nine fluoro-2-butyl H CF3
13-2566 2,2,2-three chloroethyls H Me F H F F Cl H Pentafluoroethyl group H Cl
13-2567 2,2,2-three chloroethyls H Me F H F F Br H Seven fluorine sec.-propyls H Br
[table 112]
The 13rd table (5)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
13-2593 2,2,2-three chloroethyls H Me H CN H H F H Seven fluorine sec.-propyls H OCF3
13-2594 2,2,2-three chloroethyls H Me H CN H H F H Nine fluoro-2-butyl H OCF3
13-2605 2,2,2-three chloroethyls H Me H CN H H Cl H Seven fluorine sec.-propyls H OCF3
13-2634 2,2,2-three chloroethyls H Me H CN H H Cl H Nine fluoro-2-butyl H OCF3
13-2663 2,2,2-three chloroethyls H Me H CN H H Br H Seven fluorine sec.-propyls H OCF3
13-2692 2,2,2-three chloroethyls H Me H CN H H Br H Nine fluoro-2-butyl H OCF3
13-2721 2,2,2-three chloroethyls H Me H CN H H I H Seven fluorine sec.-propyls H OCF3
13-2750 2,2,2-three chloroethyls H Me H CN H H I H Nine fluoro-2-butyl H OCF3
13-2769 2,2,2-three chloroethyls H Me H CN H H F H Seven fluorine sec.-propyls H CF3
13-2770 2,2,2-three chloroethyls H Me H CN H H F H Nine fluoro-2-butyl H CF3
13-2781 2,2,2-three chloroethyls H Me H CN H H Cl H Seven fluorine sec.-propyls H CF3
13-2810 2,2,2-three chloroethyls H Me H CN H H Cl H Nine fluoro-2-butyl H CF3
13-2839 2,2,2-three chloroethyls H Me H CN H H Br H Seven fluorine sec.-propyls H CF3
13-2868 2,2,2-three chloroethyls H Me H CN H H Br H Nine fluoro-2-butyl H CF3
13-2897 2,2,2-three chloroethyls H Me H CN H H I H Seven fluorine sec.-propyls H CF3
13-2926 2,2,2-three chloroethyls H Me H CN H H I H Nine fluoro-2-butyl H CF3
13-2955 2,2,2-three chloroethyls H Me H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
13-2984 2,2,2-three chloroethyls H Me H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
13-3013 2,2,2-three chloroethyls H Me H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
13-3042 2,2,2-three chloroethyls H Me H CN H H CF3 H Nine fluoro-2-butyl H OCF3
13-3071 2,2,2-three chloroethyls H Me H CN H H CF3 H Seven fluorine sec.-propyls H CF3
13-3100 2,2,2-three chloroethyls H Me H CN H H CF3 H Nine fluoro-2-butyl H CF3
13-3119 2,2,2-three chloroethyls H Me F CN H H F H Seven fluorine sec.-propyls H F
13-3120 2,2,2-three chloroethyls H Me F CN H H F H Nine fluoro-2-butyl H F
13-3131 2,2,2-three chloroethyls H Me F CN H H Cl H Seven fluorine sec.-propyls H Cl
13-3160 2,2,2-three chloroethyls H Me F CN H H Cl H Nine fluoro-2-butyl H Cl
13-3189 2,2,2-three chloroethyls H Me F CN H H Br H Seven fluorine sec.-propyls H Br
13-3218 2,2,2-three chloroethyls H Me F CN H H Br H Nine fluoro-2-butyl H Br
13-3247 2,2,2-three chloroethyls H Me F CN H H I H Seven fluorine sec.-propyls H I
13-3276 2,2,2-three chloroethyls H Me F CN H H I H Nine fluoro-2-butyl H I
13-3298 2,2,2-three chloroethyls H Me F CN H H Cl H Seven fluorine sec.-propyls H Br
13-3307 2,2,2-three chloroethyls H Me F CN H H F H Seven fluorine sec.-propyls H OCF3
13-3308 2,2,2-three chloroethyls H Me F CN H H F H Nine fluoro-2-butyl H OCF3
13-3319 2,2,2-three chloroethyls H Me F CN H H Cl H Seven fluorine sec.-propyls H OCF3
13-3348 2,2,2-three chloroethyls H Me F CN H H Cl H Nine fluoro-2-butyl H OCF3
13-3377 2,2,2-three chloroethyls H Me F CN H H Br H Seven fluorine sec.-propyls H OCF3
13-3406 2,2,2-three chloroethyls H Me F CN H H Br H Nine fluoro-2-butyl H OCF3
13-3435 2,2,2-three chloroethyls H Me F CN H H I H Seven fluorine sec.-propyls H OCF3
13-3464 2,2,2-three chloroethyls H Me F CN H H I H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061503251
[table 113]
The 13rd table (6)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
13-4033 2,2,2-three chloroethyls H Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
13-4062 2,2,2-three chloroethyls H Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
13-4091 2,2,2-three chloroethyls H Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
13-4120 2,2,2-three chloroethyls H Me F CN F H Br H Nine fluoro-2-butyl H OCF3
13-4149 2,2,2-three chloroethyls H Me F CN F H I H Seven fluorine sec.-propyls H OCF3
13-4178 2,2,2-three chloroethyls H Me F CN F H I H Nine fluoro-2-butyl H OCF3
13-4197 2,2,2-three chloroethyls H Me F CN F H F H Seven fluorine sec.-propyls H CF3
13-4198 2,2,2-three chloroethyls H Me F CN F H F H Nine fluoro-2-butyl H CF3
13-4209 2,2,2-three chloroethyls H Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
13-4238 2,2,2-three chloroethyls H Me F CN F H Cl H Nine fluoro-2-butyl H CF3
13-4267 2,2,2-three chloroethyls H Me F CN F H Br H Seven fluorine sec.-propyls H CF3
13-4296 2,2,2-three chloroethyls H Me F CN F H Br H Nine fluoro-2-butyl H CF3
13-4325 2,2,2-three chloroethyls H Me F CN F H I H Seven fluorine sec.-propyls H CF3
13-4354 2,2,2-three chloroethyls H Me F CN F H I H Nine fluoro-2-butyl H CF3
13-4383 2,2,2-three chloroethyls H Me F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
13-4412 2,2,2-three chloroethyls H Me F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
13-4441 2,2,2-three chloroethyls H Me F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
13-4470 2,2,2-three chloroethyls H Me F CN F H CF3 H Nine fluoro-2-butyl H OCF3
13-4499 2,2,2-three chloroethyls H Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
13-4528 2,2,2-three chloroethyls H Me F CN F H CF3 H Nine fluoro-2-butyl H CF3
[table 114]
The 14th table (1)
Figure BPA00001310061503272
Figure BPA00001310061503281
[table 115]
The 14th table (2)
Figure BPA00001310061503291
[table 116]
The 14th table (3)
Figure BPA00001310061503321
[table 117]
The 14th table (4)
Figure BPA00001310061503331
Figure BPA00001310061503341
[table 118]
The 14th table (5)
Figure BPA00001310061503351
Figure BPA00001310061503361
[table 119]
Figure BPA00001310061503381
[table 120]
The 14th table (7)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
14-5230 2,2,2-three chloroethyls Me Me H H H F Br H Nine fluoro-2-butyl H CF3
14-5231 2,2,2-three chloroethyls Me Me H H H F CF3 H Nine fluoro-2-butyl H CF3
14-5232 2,2,2-three chloroethyls Me Me F H F H Cl H Pentafluoroethyl group H Cl
14-5233 2,2,2-three chloroethyls Me Me F H F H Br H Seven fluorine sec.-propyls H Br
14-5234 2,2,2-three chloroethyls Me Me F H F H Br H Seven fluorine sec.-propyls H OCF3
14-5235 2,2,2-three chloroethyls Me Me F H F H I H Seven fluorine sec.-propyls H CF3
14-5236 2,2,2-three chloroethyls Me Me F H F H CF3 H Seven fluorine sec.-propyls H CF3
14-5237 2,2,2-three chloroethyls Me Me F H F H I H Nine fluoro-2-butyl H I
14-5238 2,2,2-three chloroethyls Me Me F H F H Cl H Nine fluoro-2-butyl H OCF3
14-5239 2,2,2-three chloroethyls Me Me F H F H Br H Nine fluoro-2-butyl H CF3
14-5240 2,2,2-three chloroethyls Me Me F H F H CF3 H Nine fluoro-2-butyl H CF3
14-5241 2,2,2-three chloroethyls Me Me F H H F Cl H Pentafluoroethyl group H Cl
14-5242 2,2,2-three chloroethyls Me Me F H H F Br H Seven fluorine sec.-propyls H Br
14-5243 2,2,2-three chloroethyls Me Me F H H F Br H Seven fluorine sec.-propyls H OCF3
14-5244 2,2,2-three chloroethyls Me Me F H H F I H Seven fluorine sec.-propyls H CF3
14-5245 2,2,2-three chloroethyls Me Me F H H F CF3 H Seven fluorine sec.-propyls H CF3
14-5246 2,2,2-three chloroethyls Me Me F H H F I H Nine fluoro-2-butyl H I
14-5247 2,2,2-three chloroethyls Me Me F H H F Cl H Nine fluoro-2-butyl H OCF3
14-5248 2,2,2-three chloroethyls Me Me F H H F Br H Nine fluoro-2-butyl H CF3
14-5249 2,2,2-three chloroethyls Me Me F H H F CF3 H Nine fluoro-2-butyl H CF3
14-5250 2,2,2-three chloroethyls Me Me H F F H Cl H Pentafluoroethyl group H Cl
14-5251 2,2,2-three chloroethyls Me Me H F F H Br H Seven fluorine sec.-propyls H Br
14-5252 2,2,2-three chloroethyls Me Me H F F H Br H Seven fluorine sec.-propyls H OCF3
14-5253 2,2,2-three chloroethyls Me Me H F F H I H Seven fluorine sec.-propyls H CF3
14-5254 2,2,2-three chloroethyls Me Me H F F H CF3 H Seven fluorine sec.-propyls H CF3
14-5255 2,2,2-three chloroethyls Me Me H F F H I H Nine fluoro-2-butyl H I
14-5256 2,2,2-three chloroethyls Me Me H F F H Cl H Nine fluoro-2-butyl H OCF3
14-5257 2,2,2-three chloroethyls Me Me H F F H Br H Nine fluoro-2-butyl H CF3
14-5258 2,2,2-three chloroethyls Me Me H F F H CF3 H Nine fluoro-2-butyl H CF3
14-5259 2,2,2-three chloroethyls Me Me H F H F Cl H Pentafluoroethyl group H Cl
14-5260 2,2,2-three chloroethyls Me Me H F H F Br H Seven fluorine sec.-propyls H Br
14-5261 2,2,2-three chloroethyls Me Me H F H F Br H Seven fluorine sec.-propyls H OCF3
14-5262 2,2,2-three chloroethyls Me Me H F H F I H Seven fluorine sec.-propyls H CF3
14-5263 2,2,2-three chloroethyls Me Me H F H F CF3 H Seven fluorine sec.-propyls H CF3
14-5264 2,2,2-three chloroethyls Me Me H F H F I H Nine fluoro-2-butyl H I
14-5265 2,2,2-three chloroethyls Me Me H F H F Cl H Nine fluoro-2-butyl H OCF3
14-5266 2,2,2-three chloroethyls Me Me H F H F Br H Nine fluoro-2-butyl H CF3
14-5267 2,2,2-three chloroethyls Me Me H F H F CF3 H Nine fluoro-2-butyl H CF3
14-5268 2,2,2-three chloroethyls Me Me H H F F Cl H Pentafluoroethyl group H Cl
14-5269 2,2,2-three chloroethyls Me Me H H F F Br H Seven fluorine sec.-propyls H Br
14-5270 2,2,2-three chloroethyls Me Me H H F F Br H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061503401
[table 121]
The 14th table (8)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
14-5294 2,2,2-three chloroethyls Me Me F H F F CF3 H Nine fluoro-2-butyl H CF3
14-5295 2,2,2-three chloroethyls Me Me H F F F Cl H Pentafluoroethyl group H Cl
14-5296 2,2,2-three chloroethyls Me Me H F F F Br H Seven fluorine sec.-propyls H Br
14-5297 2,2,2-three chloroethyls Me Me H F F F Br H Seven fluorine sec.-propyls H OCF3
14-5298 2,2,2-three chloroethyls Me Me H F F F I H Seven fluorine sec.-propyls H CF3
14-5299 2,2,2-three chloroethyls Me Me H F F F CF3 H Seven fluorine sec.-propyls H CF3
14-5300 2,2,2-three chloroethyls Me Me H F F F I H Nine fluoro-2-butyl H I
14-5301 2,2,2-three chloroethyls Me Me H F F F Cl H Nine fluoro-2-butyl H OCF3
14-5302 2,2,2-three chloroethyls Me Me H F F F Br H Nine fluoro-2-butyl H CF3
14-5303 2,2,2-three chloroethyls Me Me H F F F CF3 H Nine fluoro-2-butyl H CF3
14-5304 2,2,2-three chloroethyls Me Me F F F F Cl H Pentafluoroethyl group H Cl
14-5305 2,2,2-three chloroethyls Me Me F F F F Br H Seven fluorine sec.-propyls H Br
14-5306 2,2,2-three chloroethyls Me Me F F F F Br H Seven fluorine sec.-propyls H OCF3
14-5307 2,2,2-three chloroethyls Me Me F F F F I H Seven fluorine sec.-propyls H CF3
14-5308 2,2,2-three chloroethyls Me Me F F F F CF3 H Seven fluorine sec.-propyls H CF3
14-5309 2,2,2-three chloroethyls Me Me F F F F I H Nine fluoro-2-butyl H I
14-5310 2,2,2-three chloroethyls Me Me F F F F Cl H Nine fluoro-2-butyl H OCF3
14-5311 2,2,2-three chloroethyls Me Me F F F F Br H Nine fluoro-2-butyl H CF3
14-5312 2,2,2-three chloroethyls Me Me F F F F CF3 H Nine fluoro-2-butyl H CF3
14-5313 2,2,2-three chloroethyls Me Me H CN H H F H Seven fluorine sec.-propyls H OCF3
14-5314 2,2,2-three chloroethyls Me Me H CN H H F H Nine fluoro-2-butyl H OCF3
14-5325 2,2,2-three chloroethyls Me Me H CN H H Cl H Seven fluorine sec.-propyls H OCF3
14-5354 2,2,2-three chloroethyls Me Me H CN H H Cl H Nine fluoro-2-butyl H OCF3
14-5383 2,2,2-three chloroethyls Me Me H CN H H Br H Seven fluorine sec.-propyls H OCF3
14-5412 2,2,2-three chloroethyls Me Me H CN H H Br H Nine fluoro-2-butyl H OCF3
14-5441 2,2,2-three chloroethyls Me Me H CN H H I H Seven fluorine sec.-propyls H OCF3
14-5470 2,2,2-three chloroethyls Me Me H CN H H I H Nine fluoro-2-butyl H OCF3
14-5685 2,2,2-three chloroethyls Me Me H CN H H F H Seven fluorine sec.-propyls H CF3
14-5686 2,2,2-three chloroethyls Me Me H CN H H F H Nine fluoro-2-butyl H CF3
14-5697 2,2,2-three chloroethyls Me Me H CN H H Cl H Seven fluorine sec.-propyls H CF3
14-5726 2,2,2-three chloroethyls Me Me H CN H H Cl H Nine fluoro-2-butyl H CF3
14-5755 2,2,2-three chloroethyls Me Me H CN H H Br H Seven fluorine sec.-propyls H CF3
14-5784 2,2,2-three chloroethyls Me Me H CN H H Br H Nine fluoro-2-butyl H CF3
14-5813 2,2,2-three chloroethyls Me Me H CN H H I H Seven fluorine sec.-propyls H CF3
14-5842 2,2,2-three chloroethyls Me Me H CN H H I H Nine fluoro-2-butyl H CF3
14-6067 2,2,2-three chloroethyls Me Me H CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
14-6096 2,2,2-three chloroethyls Me Me H CN H H OCF3 H Nine fluoro-2-butyl H OCF3
14-6125 2,2,2-three chloroethyls Me Me H CN H H CF3 H Seven fluorine sec.-propyls H OCF3
14-6154 2,2,2-three chloroethyls Me Me H CN H H CF3 H Nine fluoro-2-butyl H OCF3
14-6183 2,2,2-three chloroethyls Me Me H CN H H CF3 H Seven fluorine sec.-propyls H CF3
14-6212 2,2,2-three chloroethyls Me Me H CN H H CF3 H Nine fluoro-2-butyl H CF3
Figure BPA00001310061503421
[table 122]
The 14th table (9)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
14-7299 2,2,2-three chloroethyls Me Me F CN H H I H Seven fluorine sec.-propyls H CF3
14-7328 2,2,2-three chloroethyls Me Me F CN H H I H Nine fluoro-2-butyl H CF3
14-7553 2,2,2-three chloroethyls Me Me F CN H H OCF3 H Seven fluorine sec.-propyls H OCF3
14-7582 2,2,2-three chloroethyls Me Me F CN H H OCF3 H Nine fluoro-2-butyl H OCF3
14-7611 2,2,2-three chloroethyls Me Me F CN H H CF3 H Seven fluorine sec.-propyls H OCF3
14-7640 2,2,2-three chloroethyls Me Me F CN H H CF3 H Nine fluoro-2-butyl H OCF3
14-7669 2,2,2-three chloroethyls Me Me F CN H H CF3 H Seven fluorine sec.-propyls H CF3
14-7698 2,2,2-three chloroethyls Me Me F CN H H CF3 H Nine fluoro-2-butyl H CF3
14-7913 2,2,2-three chloroethyls Me Me F CN F H F H Seven fluorine sec.-propyls H F
14-7914 2,2,2-three chloroethyls Me Me F CN F H F H Nine fluoro-2-butyl H F
14-7925 2,2,2-three chloroethyls Me Me F CN F H Cl H Seven fluorine sec.-propyls H Cl
14-7954 2,2,2-three chloroethyls Me Me F CN F H Cl H Nine fluoro-2-butyl H Cl
14-7983 2,2,2-three chloroethyls Me Me F CN F H Br H Seven fluorine sec.-propyls H Br
14-8012 2,2,2-three chloroethyls Me Me F CN F H Br H Nine fluoro-2-butyl H Br
14-8041 2,2,2-three chloroethyls Me Me F CN F H I H Seven fluorine sec.-propyls H I
14-8070 2,2,2-three chloroethyls Me Me F CN F H I H Nine fluoro-2-butyl H I
13-4012 2,2,2-three chloroethyls Me Me F CN F H Cl H Seven fluorine sec.-propyls H Br
14-8285 2,2,2-three chloroethyls Me Me F CN F H F H Seven fluorine sec.-propyls H OCF3
14-8286 2,2,2-three chloroethyls Me Me F CN F H F H Nine fluoro-2-butyl H OCF3
14-8297 2,2,2-three chloroethyls Me Me F CN F H Cl H Seven fluorine sec.-propyls H OCF3
14-8326 2,2,2-three chloroethyls Me Me F CN F H Cl H Nine fluoro-2-butyl H OCF3
14-8355 2,2,2-three chloroethyls Me Me F CN F H Br H Seven fluorine sec.-propyls H OCF3
14-8384 2,2,2-three chloroethyls Me Me F CN F H Br H Nine fluoro-2-butyl H OCF3
14-8413 2,2,2-three chloroethyls Me Me F CN F H I H Seven fluorine sec.-propyls H OCF3
14-8442 2,2,2-three chloroethyls Me Me F CN F H I H Nine fluoro-2-butyl H OCF3
14-8657 2,2,2-three chloroethyls Me Me F CN F H F H Seven fluorine sec.-propyls H CF3
14-8658 2,2,2-three chloroethyls Me Me F CN F H F H Nine fluoro-2-butyl H CF3
14-8669 2,2,2-three chloroethyls Me Me F CN F H Cl H Seven fluorine sec.-propyls H CF3
14-8698 2,2,2-three chloroethyls Me Me F CN F H Cl H Nine fluoro-2-butyl H CF3
14-8727 2,2,2-three chloroethyls Me Me F CN F H Br H Seven fluorine sec.-propyls H CF3
14-8756 2,2,2-three chloroethyls Me Me F CN F H Br H Nine fluoro-2-butyl H CF3
14-8785 2,2,2-three chloroethyls Me Me F CN F H I H Seven fluorine sec.-propyls H CF3
14-8814 2,2,2-three chloroethyls Me Me F CN F H I H Nine fluoro-2-butyl H CF3
14-9039 2,2,2-three chloroethyls Me Me F CN F H OCF3 H Seven fluorine sec.-propyls H OCF3
14-9068 2,2,2-three chloroethyls Me Me F CN F H OCF3 H Nine fluoro-2-butyl H OCF3
14-9097 2,2,2-three chloroethyls Me Me F CN F H CF3 H Seven fluorine sec.-propyls H OCF3
14-9126 2,2,2-three chloroethyls Me Me F CN F H CF3 H Nine fluoro-2-butyl H OCF3
14-9155 2,2,2-three chloroethyls Me Me F CN F H CF3 H Seven fluorine sec.-propyls H CF3
14-9184 2,2,2-three chloroethyls Me Me F CN F H CF3 H Nine fluoro-2-butyl H CF3
[table 123]
Figure BPA00001310061503441
The 15th table (1)
The compound sequence number Q 2 R 1 R 2 X 1 X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
15-9 2, the 2-Dichloroethyl H Et H H H H Cl F Seven fluorine sec.-propyls F OCF3
15-39 2,2, the 2-trifluoroethyl H H H H H H Cl Me Nine fluoro-2-butyl Me OCF3
15-144 Methyl H H H H H H Cl F Seven fluorine sec.-propyls H CF3
15-147 The 2-chloroethyl Me Me H H H H Cl H Seven fluorine sec.-propyls Cl CF3
15-148 The 2-bromotrifluoromethane H H H H H H F Br Seven fluorine sec.-propyls H CF3
15-153 2,2, the 2-trifluoroethyl H H H H H H Cl F Seven fluorine sec.-propyls Cl CF3
15-165 3,3,3-three fluoro-n-propyl group H H H H H H Cl I Nine fluoro-2-butyl Cl CF3
15-168 The i-butyl H H H H H H Cl Me Nine fluoro-2-butyl H CF3
15-169 The s-butyl H H H H H H Cl H Nine fluoro-2-butyl Me CF3
15-170 Vinyl i-Pr H H H H H Cl Et Nine fluoro-2-butyl H CF3
15-171 Benzyl H H H H H H Cl H Nine fluoro-2-butyl Et CF3
15-182 2,2, the 2-trifluoroethyl H H H H H H Cl Me Nine fluoro-2-butyl Me n-C3F7
15-183 2,2,2-three chloroethyls H H H H H H Cl Me Nine fluoro-2-butyl Et i-C3F7
15-189 The i-propyl group H H H H H H Cl Et Nine fluoro-2-butyl Me n-C3F7
15-190 1,2-two fluoro-2-propyl group H H H H H H Cl Et Nine fluoro-2-butyl Et i-C3F7
15-196 The 2-chloroethyl H H H H H H Br n-Pr Seven fluorine sec.-propyls Me CF3
15-197 The 2-bromotrifluoromethane H H H H H H Br n-Pr Seven fluorine sec.-propyls Et CF3
15-203 2,2,2-three chloroethyls H H H H H H Br i-Pr Seven fluorine sec.-propyls Me CF3
15-204 2,2, the 2-three bromomethyl H H H H H H Br i-Pr Seven fluorine sec.-propyls Et CF3
15-210 1,2-two fluoro-2-propyl group H H H H H H Br n-Bu Seven fluorine sec.-propyls Me CF3
15-211 1,3-two fluoro-2-propyl group H H H H H H Br n-Bu Seven fluorine sec.-propyls Et CF3
15-217 The i-butyl H H H H H H Br i-Bu Nine fluoro-2-butyl Me CF3
15-218 The s-butyl H H H H H H Br i-Bu Nine fluoro-2-butyl Et CF3
15-224 The 2-fluoro ethyl H H H H H H Br s-Bu Nine fluoro-2-butyl Me CF3
15-225 The 2-chloroethyl H H H H H H Br s-Bu Nine fluoro-2-butyl Et CF3
15-231 2,2, the 2-trifluoroethyl H H H H H H Br F Nine fluoro-2-butyl Me CF3
15-232 2,2,2-three chloroethyls H H H H H H Br F Nine fluoro-2-butyl Et CF3
15-238 The i-propyl group Et i-Pr H H H H Br Cl Nine fluoro-2-butyl Me CF3
15-239 1,2-two fluoro-2-propyl group H H H H H H Br Cl Nine fluoro-2-butyl Et CF3
15-245 2-iodine ethyl H H H H H H I Br Seven fluorine sec.-propyls Me CF3
15-246 The 2-cyano ethyl H H H H H H I Br Seven fluorine sec.-propyls Et CF3
15-252 The n-propyl group n-Pr Me H H H H I I Seven fluorine sec.-propyls Me CF3
15-253 3-fluoro-n-propyl group H H H H H H I I Seven fluorine sec.-propyls Et CF3
Figure BPA00001310061503451
[table [124]
The the 15th (2)
Figure BPA00001310061503461
Figure BPA00001310061503471
[table 125]
The 15th table (3)
Figure BPA00001310061503481
Figure BPA00001310061503491
[table 126]
The 15th table (4)
Figure BPA00001310061503511
[table 127]
The 15th table (5)
Figure BPA00001310061503521
Figure BPA00001310061503531
[table 128]
The 15th table (6)
Figure BPA00001310061503551
[table 129]
The 15th table (7)
Figure BPA00001310061503561
Figure BPA00001310061503571
[table 130]
Figure BPA00001310061503591
[table 131]
The 15th table (9)
Figure BPA00001310061503601
Figure BPA00001310061503611
[table 132]
The 15th table (10)
[table 133]
Figure BPA00001310061503631
Table 16 table (1)
Figure BPA00001310061503632
Figure BPA00001310061503641
[table 134]
The 16th table (2)
Figure BPA00001310061503651
Figure BPA00001310061503661
[table 135]
The 16th table (3)
Figure BPA00001310061503681
[table 136]
The 16th table (4)
Figure BPA00001310061503691
Figure BPA00001310061503701
[table 137]
The 16th table (5)
Figure BPA00001310061503711
Figure BPA00001310061503721
[table 138]
The 16th table (6)
Figure BPA00001310061503731
Figure BPA00001310061503741
[table 139]
The 16th table (7)
Figure BPA00001310061503751
[table 140]
The 16th table (8)
Figure BPA00001310061503771
Figure BPA00001310061503781
[table 141]
The 16th table (9)
Figure BPA00001310061503791
[table 142]
The 16th table (10)
Figure BPA00001310061503811
Figure BPA00001310061503821
[table 143]
The 16th table (11)
Figure BPA00001310061503831
Figure BPA00001310061503841
[table 144]
The 16th table (12)
Figure BPA00001310061503851
Figure BPA00001310061503861
[table 145]
The 16th table (13)
Figure BPA00001310061503871
Figure BPA00001310061503881
[table 146]
The 16th table (14)
Figure BPA00001310061503891
[table 147]
Figure BPA00001310061503901
The 17th table (1)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
17-1 Phenyl Me H N H H H F H Seven fluorine sec.-propyls H F
17-2 The 3-cyano-phenyl Me H N H H H F H Seven fluorine sec.-propyls H F
17-3 The 4-cyano-phenyl Me H N H H H F H Seven fluorine sec.-propyls H F
17-4 2-chloropyridine-3-base Me H N H H H F H Seven fluorine sec.-propyls H F
17-5 Phenyl Me H N H H H F H Nine fluoro-2-butyl H F
17-6 The 3-cyano-phenyl Me H N H H H F H Nine fluoro-2-butyl H F
17-7 The 4-cyano-phenyl Me H N H H H F H Nine fluoro-2-butyl H F
17-8 2-chloropyridine-3-base Me H N H H H F H Nine fluoro-2-butyl H F
17-9 Phenyl Me H N H H H Cl H Seven fluorine sec.-propyls H Cl
17-29 The 3-cyano-phenyl Me H N H H H Cl H Seven fluorine sec.-propyls H Cl
17-30 The 4-cyano-phenyl Me H N H H H Cl H Seven fluorine sec.-propyls H Cl
17-45 2-chloropyridine-3-base Me H N H H H Cl H Seven fluorine sec.-propyls H Cl
17-87 Phenyl Me H N H H H Cl H Nine fluoro-2-butyl H Cl
17-107 The 3-cyano-phenyl Me H N H H H Cl H Nine fluoro-2-butyl H Cl
17-108 The 4-cyano-phenyl Me H N H H H Cl H Nine fluoro-2-butyl H Cl
17-123 2-chloropyridine-3-base Me H N H H H Cl H Nine fluoro-2-butyl H Cl
17-165 Phenyl Me H N H H H Br H Seven fluorine sec.-propyls H Br
17-185 The 3-cyano-phenyl Me H N H H H Br H Seven fluorine sec.-propyls H Br
17-186 The 4-cyano-phenyl Me H N H H H Br H Seven fluorine sec.-propyls H Br
17-201 2-chloropyridine-3-base Me H N H H H Br H Seven fluorine sec.-propyls H Br
17-243 Phenyl Me H N H H H Br H Nine fluoro-2-butyl H Br
17-263 The 3-cyano-phenyl Me H N H H H Br H Nine fluoro-2-butyl H Br
17-264 The 4-cyano-phenyl Me H N H H H Br H Nine fluoro-2-butyl H Br
17-279 2-chloropyridine-3-base Me H N H H H Br H Nine fluoro-2-butyl H Br
17-321 Phenyl Me H N H H H I H Seven fluorine sec.-propyls H I
17-341 The 3-cyano-phenyl Me H N H H H I H Seven fluorine sec.-propyls H I
17-342 The 4-cyano-phenyl Me H N H H H I H Seven fluorine sec.-propyls H I
17-357 2-chloropyridine-3-base Me H N H H H I H Seven fluorine sec.-propyls H I
17-399 Phenyl Me H N H H H I H Nine fluoro-2-butyl H I
17-400 The 2-fluorophenyl Me H N H H H I H Nine fluoro-2-butyl H I
17-419 The 3-cyano-phenyl Me H N H H H I H Nine fluoro-2-butyl H I
17-420 The 4-cyano-phenyl Me H N H H H I H Nine fluoro-2-butyl H I
Figure BPA00001310061503911
[table 148]
The 17th table (2)
Figure BPA00001310061503921
Figure BPA00001310061503931
[table 149]
The 17th table (3)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
17-1338 The 2-fluorophenyl Me H N H H H I H Nine fluoro-2-butyl H CF3
17-1357 The 3-cyano-phenyl Me H N H H H I H Nine fluoro-2-butyl H CF3
17-1358 The 4-cyano-phenyl Me H N H H H I H Nine fluoro-2-butyl H CF3
17-1373 2-chloropyridine-3-base Me H N H H H I H Nine fluoro-2-butyl H CF3
17-1415 Phenyl Me H N H H H OCF3 H Seven fluorine sec.-propyls H OCF3
17-1446 2-chloropyridine-3-base Me H N H H H OCF3 H Seven fluorine sec.-propyls H OCF3
17-1471 Phenyl Me H N H H H OCF3 H Nine fluoro-2-butyl H OCF3
17-1502 2-chloropyridine-3-base Me H N H H H OCF3 H Nine fluoro-2-butyl H OCF3
17-1527 Phenyl Me H N H H H CF3 H Seven fluorine sec.-propyls H OCF3
17-1558 2-chloropyridine-3-base Me H N H H H CF3 H Seven fluorine sec.-propyls H OCF3
17-1583 Phenyl Me H N H H H CF3 H Nine fluoro-2-butyl H OCF3
17-1614 2-chloropyridine-3-base Me H N H H H CF3 H Nine fluoro-2-butyl H OCF3
17-1639 Phenyl Me H N H H H CF3 H Seven fluorine sec.-propyls H CF3
17-1659 The 3-cyano-phenyl Me H N H H H CF3 H Seven fluorine sec.-propyls H CF3
17-1660 The 4-cyano-phenyl Me H N H H H CF3 H Seven fluorine sec.-propyls H CF3
17-1675 2-chloropyridine-3-base Me H N H H H CF3 H Seven fluorine sec.-propyls H CF3
17-1707 Phenyl Me H N H H H CF3 H Nine fluoro-2-butyl H CF3
17-1727 The 3-cyano-phenyl Me H N H H H CF3 H Nine fluoro-2-butyl H CF3
17-1728 The 4-cyano-phenyl Me H N H H H CF3 H Nine fluoro-2-butyl H CF3
17-1743 2-chloropyridine-3-base Me H N H H H CF3 H Nine fluoro-2-butyl H CF3
17-1775 Phenyl Me H N-oxygen base H H H F H Seven fluorine sec.-propyls H F
17-1776 The 3-cyano-phenyl Me H N-oxygen base H H H F H Seven fluorine sec.-propyls H F
17-1777 The 4-cyano-phenyl Me H N-oxygen base H H H F H Seven fluorine sec.-propyls H F
17-1778 2-chloropyridine-3-base Me H N-oxygen base H H H F H Seven fluorine sec.-propyls H F
17-1779 Phenyl Me H N-oxygen base H H H F H Nine fluoro-2-butyl H F
17-1780 The 3-cyano-phenyl Me H N-oxygen base H H H F H Nine fluoro-2-butyl H F
17-1781 The 4-cyano-phenyl Me H N-oxygen base H H H F H Nine fluoro-2-butyl H F
17-1782 2-chloropyridine-3-base Me H N-oxygen base H H H F H Nine fluoro-2-butyl H F
17-1783 Phenyl Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
17-1803 The 3-cyano-phenyl Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
17-1804 The 4-cyano-phenyl Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
17-1819 2-chloropyridine-3-base Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
17-1861 Phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
17-1881 The 3-cyano-phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
17-1882 The 4-cyano-phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
17-1897 2-chloropyridine-3-base Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
17-1939 Phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
17-1959 The 3-cyano-phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
17-1960 The 4-cyano-phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
17-1975 2-chloropyridine-3-base Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
17-2017 Phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
Figure BPA00001310061503951
[table 150]
The 17th table (4)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
17-2443 2-chloropyridine-3-base Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
17-2485 Phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
17-2505 The 3-cyano-phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
17-2506 The 4-cyano-phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
17-2563 Phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
17-2583 The 3-cyano-phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
17-2584 The 4-cyano-phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
17-2599 2-chloropyridine-3-base Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
17-2641 Phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
17-2661 The 3-cyano-phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
17-2662 The 4-cyano-phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
17-2677 2-chloropyridine-3-base Me H N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
17-2719 Phenyl Me H N-oxygen base H H H F H Seven fluorine sec.-propyls H CF3
17-2720 Phenyl Me H N-oxygen base H H H C?l H Seven fluorine sec.-propyls H CF3
17-2740 The 3-cyano-phenyl Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
17-2741 The 4-cyano-phenyl Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
17-2756 2-chloropyridine-3-base Me H N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
17-2798 Phenyl Me H N-oxygen base H H H F H Nine fluoro-2-butyl H CF3
17-2799 Phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
17-2819 The 3-cyano-phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
17-2820 The 4-cyano-phenyl Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
17-2835 2-chloropyridine-3-base Me H N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
17-2877 Phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
17-2897 The 3-cyano-phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
17-2898 The 4-cyano-phenyl Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
17-2913 2-chloropyridine-3-base Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
17-2914 2-bromopyridine-3-base Me H N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
17-2955 Phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
17-2975 The 3-cyano-phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
17-2976 The 4-cyano-phenyl Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
17-2991 2-chloropyridine-3-base Me H N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
17-3033 Phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
17-3053 The 3-cyano-phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
17-3054 The 4-cyano-phenyl Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
17-3069 2-chloropyridine-3-base Me H N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
17-3111 Phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
17-3131 The 3-cyano-phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
17-3132 The 4-cyano-phenyl Me H N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
17-3147 2-chloropyridine-3-base Me H N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
17-3189 Phenyl Me H N-oxygen base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
17-3220 2-chloropyridine-3-base Me H N-oxygen base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061503971
[table 151]
Figure BPA00001310061503981
The 18th table (1)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
18-1 Phenyl H Me N H H H F H Seven fluorine sec.-propyls H F
18-2 The 3-cyano-phenyl H Me N H H H F H Seven fluorine sec.-propyls H F
18-3 The 4-cyano-phenyl H Me N H H H F H Seven fluorine sec.-propyls H F
18-4 2-chloropyridine-3-base H Me N H H H F H Seven fluorine sec.-propyls H F
18-5 Phenyl H Me N H H H F H Nine fluoro-2-butyl H F
18-6 The 3-cyano-phenyl H Me N H H H F H Nine fluoro-2-butyl H F
18-7 The 4-cyano-phenyl H Me N H H H F H Nine fluoro-2-butyl H F
18-8 2-chloropyridine-3-base H Me N H H H F H Nine fluoro-2-butyl H F
18-9 Phenyl H Me N H H H Cl H Seven fluorine sec.-propyls H Cl
18-29 The 3-cyano-phenyl H Me N H H H Cl H Seven fluorine sec.-propyls H Cl
18-30 The 4-cyano-phenyl H Me N H H H Cl H Seven fluorine sec.-propyls H Cl
18-45 2-chloropyridine-3-base H Me N H H H Cl H Seven fluorine sec.-propyls H Cl
18-87 Phenyl H Me N H H H Cl H Nine fluoro-2-butyl H Cl
18-107 The 3-cyano-phenyl H Me N H H H Cl H Nine fluoro-2-butyl H Cl
18-108 The 4-cyano-phenyl H Me N H H H Cl H Nine fluoro-2-butyl H Cl
18-123 2-chloropyridine-3-base H Me N H H H Cl H Nine fluoro-2-butyl H Cl
18-165 Phenyl H Me N H H H Br H Seven fluorine sec.-propyls H Br
18-176 The 3-iodophenyl H Me N H H H Br H Pentafluoroethyl group H Br
18-177 The 4-iodophenyl H Me N H H H Br H Pentafluoroethyl group H Br
18-185 The 3-cyano-phenyl H Me N H H H Br H Seven fluorine sec.-propyls H Br
18-186 The 4-cyano-phenyl H Me N H H H Br H Seven fluorine sec.-propyls H Br
18-201 2-chloropyridine-3-base H Me N H H H Br H Seven fluorine sec.-propyls H Br
18-243 Phenyl H Me N H H H Br H Nine fluoro-2-butyl H Br
18-263 The 3-cyano-phenyl H Me N H H H Br H Nine fluoro-2-butyl H Br
18-264 The 4-cyano-phenyl H Me N H H H Br H Nine fluoro-2-butyl H Br
18-279 2-chloropyridine-3-base H Me N H H H Br H Nine fluoro-2-butyl H Br
18-321 Phenyl H Me N H H H I H Seven fluorine sec.-propyls H I
18-341 The 3-cyano-phenyl H Me N H H H I H Seven fluorine sec.-propyls H I
18-342 The 4-cyano-phenyl H Me N H H H I H Seven fluorine sec.-propyls H I
18-357 2-chloropyridine-3-base H Me N H H H I H Seven fluorine sec.-propyls H I
18-399 Phenyl H Me N H H H I H Nine fluoro-2-butyl H I
18-419 The 3-cyano-phenyl H Me N H H H I H Nine fluoro-2-butyl H I
18-420 The 4-cyano-phenyl H Me N H H H I H Nine fluoro-2-butyl H I
18-435 2-chloropyridine-3-base H Me N H H H I H Nine fluoro-2-butyl H I
18-477 Phenyl H Me N H H H Cl H Seven fluorine sec.-propyls H OCF3
[table 152]
The 18th table (2)
Figure BPA00001310061504001
Figure BPA00001310061504011
[table 153]
The 18th table (3)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
18-1280 The 4-cyano-phenyl H Me N H H H I H Seven fluorine sec.-propyls H CF3
18-1295 2-chloropyridine-3-base H Me N H H H I H Seven fluorine sec.-propyls H CF3
18-1308 5-fluorine pyridin-3-yl H C(O)Me N H H H I H Seven fluorine sec.-propyls H CF3
18-1337 Phenyl H Me N H H H I H Nine fluoro-2-butyl H CF3
18-1338 The 2-fluorophenyl H Me N H H H I H Nine fluoro-2-butyl H CF3
18-1357 The 3-cyano-phenyl H Me N H H H I H Nine fluoro-2-butyl H CF3
18-1358 The 4-cyano-phenyl H Me N H H H I H Nine fluoro-2-butyl H CF3
18-1373 2-chloropyridine-3-base H Me N H H H I H Nine fluoro-2-butyl H CF3
18-1415 Phenyl H Me N H H H OCF3 H Seven fluorine sec.-propyls H OCF3
18-1446 2-chloropyridine-3-base H Me N H H H OCF3 H Seven fluorine sec.-propyls H OCF3
18-1471 Phenyl H Me N H H H OCF3 H Nine fluoro-2-butyl H OCF3
18-1502 2-chloropyridine-3-base H Me N H H H OCF3 H Nine fluoro-2-butyl H OCF3
18-1527 Phenyl H Me N H H H CF3 H Seven fluorine sec.-propyls H OCF3
18-1558 2-chloropyridine-3-base H Me N H H H CF3 H Seven fluorine sec.-propyls H OCF3
18-1583 Phenyl H Me N H H H CF3 H Nine fluoro-2-butyl H OCF3
18-1614 2-chloropyridine-3-base H Me N H H H CF3 H Nine fluoro-2-butyl H OCF3
18-1639 Phenyl H Me N H H H CF3 H Seven fluorine sec.-propyls H CF3
18-1659 The 3-cyano-phenyl H Me N H H H CF3 H Seven fluorine sec.-propyls H CF3
18-1660 The 4-cyano-phenyl H Me N H H H CF3 H Seven fluorine sec.-propyls H CF3
18-1675 2-chloropyridine-3-base H Me N H H H CF3 H Seven fluorine sec.-propyls H CF3
18-1707 Phenyl H Me N H H H CF3 H Nine fluoro-2-butyl H CF3
18-1727 The 3-cyano-phenyl H Me N H H H CF3 H Nine fluoro-2-butyl H CF3
18-1728 The 4-cyano-phenyl H Me N H H H CF3 H Nine fluoro-2-butyl H CF3
18-1743 2-chloropyridine-3-base H Me N H H H CF3 H Nine fluoro-2-butyl H CF3
18-1775 Phenyl H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H F
18-1776 The 3-cyano-phenyl H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H F
18-1777 The 4-cyano-phenyl H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H F
18-1778 2-chloropyridine-3-base H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H F
18-1779 Phenyl H Me N-oxygen base H H H F H Nine fluoro-2-butyl H F
18-1780 The 3-cyano-phenyl H Me N-oxygen base H H H F H Nine fluoro-2-butyl H F
18-1781 The 4-cyano-phenyl H Me N-oxygen base H H H F H Nine fluoro-2-butyl H F
18-1782 2-chloropyridine-3-base H Me N-oxygen base H H H F H Nine fluoro-2-butyl H F
18-1783 Phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
18-1803 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
18-1804 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
18-1819 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
18-1861 Phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
18-1881 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
18-1882 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
18-1897 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H Cl
18-1939 Phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
18-1959 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
18-1960 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
18-1975 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
18-2017 Phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
18-2037 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
18-2038 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
18-2053 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
18-2095 Phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H I
18-2115 The 3-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H I
18-2116 The 4-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H I
18-2131 2-chloropyridine-3-base H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H I
18-2173 Phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H I
18-2193 The 3-cyano-phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H I
18-2194 The 4-cyano-phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H I
18-2209 2-chloropyridine-3-base H Me N-oxygen base H H H I H Nine fluoro-2-butyl H I
18-2251 Phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OCF3
18-2271 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OCF3
18-2272 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OCF3
18-2287 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OCF3
18-2291 2-nitropyridine-3-base H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OC2F5
18-2329 Phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H OCF3
18-2349 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H OCF3
[table 154]
The 18th table (4)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
18-2350 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H OCF3
18-2365 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H OCF3
18-2407 Phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
18-2427 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
18-2428 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
18-2443 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
18-2485 Phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
18-2505 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
18-2506 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
18-2521 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
18-2563 Phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
18-2583 The 3-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
18-2584 The 4-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
18-2599 2-chloropyridine-3-base H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
18-2641 Phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
18-2661 The 3-cyano-phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
18-2662 The 4-cyano-phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
18-2677 2-chloropyridine-3-base H Me N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
18-2719 Phenyl H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H CF3
18-2720 Phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
18-2740 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
18-2741 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
18-2756 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
18-2798 Phenyl H Me N-oxygen base H H H F H Nine fluoro-2-butyl H CF3
18-2799 Phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
18-2819 The 3-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
18-2820 The 4-cyano-phenyl H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
18-2835 2-chloropyridine-3-base H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
18-2877 Phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
18-2897 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
18-2898 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
18-2913 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
18-2955 Phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
18-2975 The 3-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
18-2976 The 4-cyano-phenyl H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
18-2991 2-chloropyridine-3-base H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
18-3033 Phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
18-3053 The 3-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
18-3054 The 4-cyano-phenyl H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
18-3069 2-chloropyridine-3-base H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
18-3111 Phenyl H Me N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061504051
[table 155]
Figure BPA00001310061504061
Table 19 table (1)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
19-1 Phenyl Me Me N H H H F H Seven fluorine sec.-propyls H F
19-2 The 3-cyano-phenyl Me Me N H H H F H Seven fluorine sec.-propyls H F
19-3 The 4-cyano-phenyl Me Me N H H H F H Seven fluorine sec.-propyls H F
19-4 2-chloropyridine-3-base Me Me N H H H F H Seven fluorine sec.-propyls H F
19-5 Phenyl Me Me N H H H F H Nine fluoro-2-butyl H F
19-6 The 3-cyano-phenyl Me Me N H H H F H Nine fluoro-2-butyl H F
19-7 The 4-cyano-phenyl Me Me N H H H F H Nine fluoro-2-butyl H F
19-8 2-chloropyridine-3-base Me Me N H H H F H Nine fluoro-2-butyl H F
19-9 Phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H Cl
19-11 The 3-fluorophenyl Et Me N H H H Cl H Seven fluorine sec.-propyls H Cl
19-12 The 4-fluorophenyl Me E?t N H H H Cl H Seven fluorine sec.-propyls H Cl
19-29 The 3-cyano-phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H Cl
19-30 The 4-cyano-phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H Cl
19-45 2-chloropyridine-3-base Me Me N H H H Cl H Seven fluorine sec.-propyls H Cl
19-87 Phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H Cl
19-107 The 3-cyano-phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H Cl
19-108 The 4-cyano-phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H Cl
19-123 2-chloropyridine-3-base Me Me N H H H Cl H Nine fluoro-2-butyl H Cl
19-165 Phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H Br
19-185 The 3-cyano-phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H Br
19-186 The 4-cyano-phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H Br
19-201 2-chloropyridine-3-base Me Me N H H H Br H Seven fluorine sec.-propyls H Br
19-243 Phenyl Me Me N H H H Br H Nine fluoro-2-butyl H Br
19-263 The 3-cyano-phenyl Me Me N H H H Br H Nine fluoro-2-butyl H Br
19-264 The 4-cyano-phenyl Me Me N H H H Br H Nine fluoro-2-butyl H Br
19-279 2-chloropyridine-3-base Me Me N H H H Br H Nine fluoro-2-butyl H Br
19-321 Phenyl Me Me N H H H I H Seven fluorine sec.-propyls H I
19-341 The 3-cyano-phenyl Me Me N H H H I H Seven fluorine sec.-propyls H I
19-342 The 4-cyano-phenyl Me Me N H H H I H Seven fluorine sec.-propyls H I
19-357 2-chloropyridine-3-base Me Me N H H H I H Seven fluorine sec.-propyls H I
19-399 Phenyl Me Me N H H H I H Nine fluoro-2-butyl H I
19-419 The 3-cyano-phenyl Me Me N H H H I H Nine fluoro-2-butyl H I
19-420 The 4-cyano-phenyl Me Me N H H H I H Nine fluoro-2-butyl H I
19-435 2-chloropyridine-3-base Me Me N H H H I H Nine fluoro-2-butyl H I
19-673 Phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H OCF3
19-693 The 3-cyano-phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H OCF3
19-694 The 4-cyano-phenyl Me Me N H H H Cl H Seven fluorine sec.-propyls H OCF3
19-709 2-chloropyridine-3-base Me Me N H H H Cl H Seven fluorine sec.-propyls H OCF3
19-751 Phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H OCF3
19-771 The 3-cyano-phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H OCF3
19-772 The 4-cyano-phenyl Me Me N H H H Cl H Nine fluoro-2-butyl H OCF3
19-787 2-chloropyridine-3-base Me Me N H H H Cl H Nine fluoro-2-butyl H OCF3
19-829 Phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H OCF3
19-849 The 3-cyano-phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H OCF3
19-850 The 4-cyano-phenyl Me Me N H H H Br H Seven fluorine sec.-propyls H OCF3
19-865 2-chloropyridine-3-base Me Me N H H H Br H Seven fluorine sec.-propyls H OCF3
19-907 Phenyl Me Me N H H H Br H Nine fluoro-2-butyl H OCF3
19-927 The 3-cyano-phenyl Me Me N H H H Br H Nine fluoro-2-butyl H OCF3
19-928 The 4-cyano-phenyl Me Me N H H H Br H Nine fluoro-2-butyl H OCF3
19-943 2-chloropyridine-3-base Me Me N H H H Br H Nine fluoro-2-butyl H OCF3
19-985 Phenyl Me Me N H H H I H Seven fluorine sec.-propyls H OCF3
19-1005 The 3-cyano-phenyl Me Me N H H H I H Seven fluorine sec.-propyls H OCF3
19-1006 The 4-cyano-phenyl Me Me N H H H I H Seven fluorine sec.-propyls H OCF3
19-1021 2-chloropyridine-3-base Me Me N H H H I H Seven fluorine sec.-propyls H OCF3
19-1063 Phenyl Me Me N H H H I H Nine fluoro-2-butyl H OCF3
[table 156]
The 19th table (2)
Figure BPA00001310061504081
[table 157]
The 19th table (3)
Figure BPA00001310061504111
[table 158]
The 19th table (4)
Figure BPA00001310061504121
Figure BPA00001310061504131
[table 159]
The 19th table (5)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
19-4561 Phenyl Me Me N-oxygen base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
19-4592 2-chloropyridine-3-base Me Me N-oxygen base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
19-4617 Phenyl Me Me N-oxygen base H H H OCF3 H Nine fluoro-2-butyl H OCF3
19-4648 2-chloropyridine-3-base Me Me N-oxygen base H H H OCF3 H Nine fluoro-2-butyl H OCF3
19-4673 Phenyl Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H OCF3
19-4704 2-chloropyridine-3-base Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H OCF3
19-4729 Phenyl Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H OCF3
19-4760 2-chloropyridine-3-base Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H OCF3
19-4785 Phenyl Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H CF3
19-4805 The 3-cyano-phenyl Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H CF3
19-4806 The 4-cyano-phenyl Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H CF3
19-4821 2-chloropyridine-3-base Me Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H CF3
19-4853 Phenyl Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H CF3
19-4873 The 3-cyano-phenyl Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H CF3
19-4874 The 4-cyano-phenyl Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H CF3
19-4889 2-chloropyridine-3-base Me Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H CF3
[table 160]
The 20th table (1)
Figure BPA00001310061504152
[table 161]
The 20th table (2)
Figure BPA00001310061504171
Figure BPA00001310061504181
[table 162]
The 20th table (3)
Figure BPA00001310061504191
Figure BPA00001310061504201
[table 163]
Figure BPA00001310061504211
The 21st table (1)
Figure BPA00001310061504212
Figure BPA00001310061504221
[table 164]
The 21st table (2)
Figure BPA00001310061504231
Figure BPA00001310061504241
[table 165]
The 21st table (3)
Figure BPA00001310061504251
Figure BPA00001310061504261
[table 166]
The 21st table (4)
Figure BPA00001310061504271
Figure BPA00001310061504281
[table 167]
Figure BPA00001310061504291
The 22nd table (1)
Figure BPA00001310061504292
[table 168]
The 22nd table (2)
Figure BPA00001310061504311
[table 169]
Figure BPA00001310061504321
The 23rd table (1)
Figure BPA00001310061504322
Figure BPA00001310061504331
[table 170]
The 23rd table (2)
The compound sequence number Q 2 R 1 R 2 A X 2 X 3 X 4 Y 1 Y 2 Y 3 Y 4 Y 5
23-638 2,2,2-three chloroethyls H Me N H H H CF3 H Nine fluoro-2-butyl H OCF3
23-667 2,2,2-three chloroethyls H Me N H H H CF3 H Seven fluorine sec.-propyls H CF3
23-696 2,2,2-three chloroethyls H Me N H H H CF3 H Nine fluoro-2-butyl H CF3
23-715 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H F
23-716 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Nine fluoro-2-butyl H F
23-727 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H Cl
23-756 2,2,2-three chloroethyls H Me N-oxygen base H H H C?l H Nine fluoro-2-butyl H Cl
23-785 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H Br
23-814 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H Br
23-843 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H I
23-872 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Nine fluoro-2-butyl H I
23-895 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H I
23-903 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H OCF3
23-904 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Nine fluoro-2-butyl H OCF3
23-915 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H OCF3
23-944 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H OCF3
23-973 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H OCF3
23-1002 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H OCF3
23-1031 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H OCF3
23-1060 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Nine fluoro-2-butyl H OCF3
23-1079 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Seven fluorine sec.-propyls H CF3
23-1080 2,2,2-three chloroethyls H Me N-oxygen base H H H F H Nine fluoro-2-butyl H CF3
23-1091 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Seven fluorine sec.-propyls H CF3
23-1120 2,2,2-three chloroethyls H Me N-oxygen base H H H Cl H Nine fluoro-2-butyl H CF3
23-1149 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Seven fluorine sec.-propyls H CF3
23-1178 2,2,2-three chloroethyls H Me N-oxygen base H H H Br H Nine fluoro-2-butyl H CF3
23-1207 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Seven fluorine sec.-propyls H CF3
23-1236 2,2,2-three chloroethyls H Me N-oxygen base H H H I H Nine fluoro-2-butyl H CF3
23-1265 2,2,2-three chloroethyls H Me N-oxygen base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
23-1294 2,2,2-three chloroethyls H Me N-oxygen base H H H OCF3 H Nine fluoro-2-butyl H OCF3
23-1323 2,2,2-three chloroethyls H Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H OCF3
23-1352 2,2,2-three chloroethyls H Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H OCF3
23-1381 2,2,2-three chloroethyls H Me N-oxygen base H H H CF3 H Seven fluorine sec.-propyls H CF3
23-1410 2,2,2-three chloroethyls H Me N-oxygen base H H H CF3 H Nine fluoro-2-butyl H CF3
[table 171]
Figure BPA00001310061504351
The 24th table (1)
Figure BPA00001310061504361
[table 172]
The 24th table (2)
Figure BPA00001310061504371
Figure BPA00001310061504381
[table 173]
Figure BPA00001310061504391
The 25th table (1)
Figure BPA00001310061504392
Figure BPA00001310061504401
[table 174]
The 25th table (2)
Figure BPA00001310061504411
[table 175]
Figure BPA00001310061504421
The 26th table (1)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-1 Phenyl H H H Cl H Seven fluorine sec.-propyls H OCF3
26-4 The 4-fluorophenyl H H Cl Cl H Seven fluorine sec.-propyls H OCF3
26-12 The 3-iodophenyl H H H Cl H Pentafluoroethyl group H OCF3
26-13 The 4-iodophenyl H H H Cl H Pentafluoroethyl group H OCF3
26-16 (4-trifluoromethyl) phenyl H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-17 The 2-nitrophenyl H H H F H Seven fluorine sec.-propyls H OCF3
26-20 The 2-cyano-phenyl H H H Cl H Pentafluoroethyl group H OC2F5
26-21 The 3-cyano-phenyl H H H Cl H Seven fluorine sec.-propyls H OCF3
26-22 The 4-cyano-phenyl H H H Cl H Seven fluorine sec.-propyls H OCF3
26-28 4-bromo-2-chloro-phenyl- H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-36 2-fluorine pyridin-3-yl H H H Cl H Pentafluoroethyl group H OCF3
26-37 2-chloropyridine-3-base H H H Cl H Seven fluorine sec.-propyls H OCF3
26-41 2-nitropyridine-3-base H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-50 5-fluorine pyridin-3-yl H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-55 5-nitropyridine-3-base H H H Cl H Pentafluoroethyl group H OCF3
26-59 4-bromopyridine-3-base H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-60 4-iodine pyridine-3-base H H H Cl H Seven fluorine sec.-propyls H OC2F5
26-78 4-cyanopyridine-2-base H H H Cl H Pentafluoroethyl group H OCF3
26-79 Phenyl H H H Cl H Nine fluoro-2-butyl H OCF3
26-95 The 2-nitrophenyl H H H F H Nine fluoro-2-butyl H OCF3
26-99 The 3-cyano-phenyl H H H Cl H Nine fluoro-2-butyl H OCF3
26-100 The 4-cyano-phenyl H H H Cl H Nine fluoro-2-butyl H OCF3
26-105 2-chloro-4, the 5-difluorophenyl H H H Cl H Nine fluoro-2-butyl H OC2F5
26-115 2-chloropyridine-3-base H H H Cl H Nine fluoro-2-butyl H OCF3
26-121 6-fluorine pyridin-3-yl H H H Cl H Nine fluoro-2-butyl H OC2F5
26-130 5-bromopyridine-3-base H H H Cl H Nine fluoro-2-butyl H OC2F5
26-131 5-iodine pyridine-3-base H H H Cl H Nine fluoro-2-butyl H OC2F5
26-139 4-(trifluoromethyl) pyridin-3-yl H H H Cl H Nine fluoro-2-butyl H OC2F5
26-140 4-nitropyridine-3-base H H H Cl H Nine fluoro-2-butyl H OC2F5
26-157 Phenyl H H H Br H Seven fluorine sec.-propyls H OCF3
26-158 The 2-fluorophenyl H H H Br H Seven fluorine sec.-propyls H OCF3
26-177 The 3-cyano-phenyl H H H Br H Seven fluorine sec.-propyls H OCF3
26-178 The 4-cyano-phenyl H H H Br H Seven fluorine sec.-propyls H OCF3
26-193 2-chloropyridine-3-base H H H Br H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061504431
[table 176]
The 26th table (2)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-470 Phenyl H H H Cl H Seven fluorine sec.-propyls H CF3
26-471 The 2-fluorophenyl H H H Cl H Seven fluorine sec.-propyls H CF3
26-481 The 3-iodophenyl H H H Cl H Pentafluoroethyl group H CF3
26-482 The 4-iodophenyl H H H Cl H Pentafluoroethyl group H CF3
26-489 The 2-cyano-phenyl H H H Cl H Pentafluoroethyl group H C2F5
26-490 The 3-cyano-phenyl H H H Cl H Seven fluorine sec.-propyls H CF3
26-491 The 4-cyano-phenyl H H H Cl H Seven fluorine sec.-propyls H CF3
26-494 The 2,4 dichloro benzene base H H H Cl H Seven fluorine sec.-propyls H C2F5
26-498 2-bromo-4-chloro-phenyl- H H H Cl H Seven fluorine sec.-propyls H n-C3F7
26-505 2-fluorine pyridin-3-yl H H H Cl H Pentafluoroethyl group H CF3
26-506 2-chloropyridine-3-base H H H Cl H Seven fluorine sec.-propyls H CF3
26-510 2-nitropyridine-3-base H H Cl Cl H Seven fluorine sec.-propyls H CF3
26-519 5-fluorine pyridin-3-yl H H H Cl H Seven fluorine sec.-propyls H C2F5
26-521 5-bromopyridine-3-base H H H Cl H Seven fluorine sec.-propyls H n-C3F7
26-522 5-iodine pyridine-3-base H H H Cl H Seven fluorine sec.-propyls H i-C3F7
26-524 5-nitropyridine-3-base H H H Cl H Pentafluoroethyl group H CF3
26-526 4-fluorine pyridin-3-yl H H H Cl H Pentafluoroethyl group H CF3
26-528 4-bromopyridine-3-base H H H Cl H Seven fluorine sec.-propyls H n-C3F7
26-529 4-iodine pyridine-3-base H H H Cl H Seven fluorine sec.-propyls H i-C3F7
26-548 Phenyl H H H F H Nine fluoro-2-butyl H CF3
26-549 Phenyl H H H Cl H Nine fluoro-2-butyl H CF3
26-550 The 2-fluorophenyl H H H Cl H Nine fluoro-2-butyl H CF3
26-562 (2-trifluoromethyl) phenyl H H H Cl H Nine fluoro-2-butyl H C2F5
26-569 The 3-cyano-phenyl H H H Cl H Nine fluoro-2-butyl H CF3
26-570 The 4-cyano-phenyl H H H Cl H Nine fluoro-2-butyl H CF3
26-579 2-chloro-4-nitrophenyl H H H Cl H Nine fluoro-2-butyl H i-C3F7
26-585 2-chloropyridine-3-base H H H Cl H Nine fluoro-2-butyl H CF3
26-598 5-fluorine pyridin-3-yl H H H Cl H Nine fluoro-2-butyl H C2F5
26-600 5-bromopyridine-3-base H H H Cl H Nine fluoro-2-butyl H n-C3F7
26-601 5-iodine pyridine-3-base H H H Cl H Nine fluoro-2-butyl H i-C3F7
26-605 4-fluorine pyridin-3-yl H H H Cl H Nine fluoro-2-butyl H C2F5
26-609 4-(trifluoromethyl) pyridin-3-yl H H H Cl H Nine fluoro-2-butyl H n-C3F7
26-610 4-nitropyridine-3-base H H H Cl H Nine fluoro-2-butyl H i-C3F7
26-626 4-cyanopyridine-2-base H H H Cl H Nine fluoro-2-butyl H C2F5
26-627 Phenyl H H H Br H Seven fluorine sec.-propyls H CF3
26-628 The 2-fluorophenyl H H H Br H Seven fluorine sec.-propyls H CF3
26-629 The 3-fluorophenyl H H H Br H Seven fluorine sec.-propyls H CF3
26-630 The 4-fluorophenyl H H H Br H Seven fluorine sec.-propyls H CF3
26-631 The 2-chloro-phenyl- H H H Br H Seven fluorine sec.-propyls H CF3
26-632 The 3-chloro-phenyl- H H H Br H Seven fluorine sec.-propyls H CF3
26-633 The 4-chloro-phenyl- H H H Br H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504451
[table 177]
The 26th table (3)
Figure BPA00001310061504461
Figure BPA00001310061504471
[table 178]
The 26th table (4)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-711 The 4-chloro-phenyl- H H H Br H Nine fluoro-2-butyl H CF3
26-712 The 2-bromophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-713 The 3-bromophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-714 The 4-bromophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-715 The 2-iodophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-716 The 3-iodophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-717 The 4-iodophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-718 (2-trifluoromethyl) phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-719 (3-trifluoromethyl) phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-720 (4-trifluoromethyl) phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-721 The 2-nitrophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-722 The 3-nitrophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-723 The 4-nitrophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-724 The 2-cyano-phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-725 The 3-cyano-phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-726 The 4-cyano-phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-727 2, the 6-difluorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-728 3, the 4-dichlorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-729 The 2,4 dichloro benzene base H H H Br H Nine fluoro-2-butyl H CF3
26-730 2-chloro-4-fluorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-731 2-chloro-4, the 5-difluorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-732 4-bromo-2-chloro-phenyl- H H H Br H Nine fluoro-2-butyl H CF3
26-733 2-bromo-4-chloro-phenyl- H H H Br H Nine fluoro-2-butyl H CF3
26-734 2-bromo-4-fluorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-735 2-chloro-4-nitrophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-736 3,5-dicyano phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-737 4-cyano group-2-fluorophenyl H H H Br H Nine fluoro-2-butyl H CF3
26-738 2-chloro-4-cyano-phenyl H H H Br H Nine fluoro-2-butyl H CF3
26-739 Pyridin-3-yl H H H Br H Nine fluoro-2-butyl H CF3
26-740 2-fluorine pyridin-3-yl H H H Br H Nine fluoro-2-butyl H CF3
26-741 2-chloropyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-742 2-bromopyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-743 2-iodine pyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-744 2-(trifluoromethyl) pyridin-3-yl H H H Br H Nine fluoro-2-butyl H CF3
26-745 2-nitropyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-746 2-cyanopyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-747 6-fluorine pyridin-3-yl H H H Br H Nine fluoro-2-butyl H CF3
26-748 6-chloropyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-749 6-bromopyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-750 6-iodine pyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-751 6-(trifluoromethyl) pyridin-3-yl H H H Br H Nine fluoro-2-butyl H CF3
26-752 6-nitropyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
Figure BPA00001310061504491
[table 179]
The 26th table (5)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-768 2,6-dichloropyridine-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-769 N-pyridine oxide-3-base H H H Br H Nine fluoro-2-butyl H CF3
26-770 Pyridin-4-yl H H H Br H Nine fluoro-2-butyl H CF3
26-771 2-chloropyridine-4-base H H H Br H Nine fluoro-2-butyl H CF3
26-772 3-bromopyridine-4-base H H H Br H Nine fluoro-2-butyl H CF3
26-773 3,5-dichloropyridine-4-base H H H Br H Nine fluoro-2-butyl H CF3
26-774 3-(trifluoromethyl) pyridin-4-yl H H H Br H Nine fluoro-2-butyl H CF3
26-775 2,6-dicyanopyridine-4-base H H H Br H Nine fluoro-2-butyl H CF3
26-776 N-pyridine oxide-4-base H H H Br H Nine fluoro-2-butyl H CF3
26-777 Pyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-778 3-chloropyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-779 4-bromopyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-780 5-iodine pyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-781 6-chloropyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-782 4-cyanopyridine-2-base H H H Br H Nine fluoro-2-butyl H CF3
26-783 Phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-784 The 2-fluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-785 The 3-fluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-786 The 4-fluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-787 The 2-chloro-phenyl- H H H I H Seven fluorine sec.-propyls H CF3
26-788 The 3-chloro-phenyl- H H H I H Seven fluorine sec.-propyls H CF3
26-789 The 4-chloro-phenyl- H H H I H Seven fluorine sec.-propyls H CF3
26-790 The 2-bromophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-791 The 3-bromophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-792 The 4-bromophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-793 The 2-iodophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-794 The 3-iodophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-795 The 4-iodophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-796 (2-trifluoromethyl) phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-797 (3-trifluoromethyl) phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-798 (4-trifluoromethyl) phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-799 The 2-nitrophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-800 The 3-nitrophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-801 The 4-nitrophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-802 The 2-cyano-phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-803 The 3-cyano-phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-804 The 4-cyano-phenyl H H H I H Seven fluorine sec.-propyls H CF3
26-805 2, the 6-difluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-806 3, the 4-dichlorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-807 The 2,4 dichloro benzene base H H H I H Seven fluorine sec.-propyls H CF3
26-808 2-chloro-4-fluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
26-809 2-chloro-4, the 5-difluorophenyl H H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504511
[table 180]
The 26th table (6)
Figure BPA00001310061504521
Figure BPA00001310061504531
[table 181]
The 26th table (7)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-880 The 2-cyano-phenyl H H H I H Nine fluoro-2-butyl H CF3
26-881 The 3-cyano-phenyl H H H I H Nine fluoro-2-butyl H CF3
26-882 The 4-cyano-phenyl H H H I H Nine fluoro-2-butyl H CF3
26-883 2, the 6-difluorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-884 3, the 4-dichlorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-885 The 2,4 dichloro benzene base H H H I H Nine fluoro-2-butyl H CF3
26-886 2-chloro-4-fluorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-887 2-chloro-4, the 5-difluorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-888 4-bromo-2-chloro-phenyl- H H H I H Nine fluoro-2-butyl H CF3
26-889 2-bromo-4-chloro-phenyl- H H H I H Nine fluoro-2-butyl H CF3
26-890 2-bromo-4-fluorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-891 2-chloro-4-nitrophenyl H H H I H Nine fluoro-2-butyl H CF3
26-892 3,5-dicyano phenyl H H H I H Nine fluoro-2-butyl H CF3
26-893 4-cyano group-2-fluorophenyl H H H I H Nine fluoro-2-butyl H CF3
26-894 2-chloro-4-cyano-phenyl H H H I H Nine fluoro-2-butyl H CF3
26-895 Pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-896 2-fluorine pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-897 2-chloropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-898 2-bromopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-899 2-iodine pyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-900 2-(trifluoromethyl) pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-901 2-nitropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-902 2-cyanopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-903 6-fluorine pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-904 6-chloropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-905 6-bromopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-906 6-iodine pyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-907 6-(trifluoromethyl) pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-908 6-nitropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-909 6-cyanopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-910 5-fluorine pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-911 5-chloropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-912 5-bromopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-913 5-iodine pyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-914 5-(trifluoromethyl) pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-915 5-nitropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-916 5-cyanopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-917 4-fluorine pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
26-918 4-chloropyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-919 4-bromopyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-920 4-iodine pyridine-3-base H H H I H Nine fluoro-2-butyl H CF3
26-921 4-(trifluoromethyl) pyridin-3-yl H H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061504551
[table 182]
The 26th table (8)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-936 5-iodine pyridine-2-base H H H I H Nine fluoro-2-butyl H CF3
26-937 6-chloropyridine-2-base H H H I H Nine fluoro-2-butyl H CF3
26-938 4-cyanopyridine-2-base H H H I H Nine fluoro-2-butyl H CF3
26-939 Phenyl H H H OCF3 H Seven fluorine sec.-propyls H OCF3
26-946 The 2-bromophenyl H H H OCF3 H Seven fluorine sec.-propyls H OC2F5
26-950 The 3-iodophenyl H H H OCF3 H Pentafluoroethyl group H OCF3
26-951 The 4-iodophenyl H H H OCF3 H Pentafluoroethyl group H OCF3
26-954 The 3-cyano-phenyl H H H OCF3 H Seven fluorine sec.-propyls H OCF3
26-955 The 4-cyano-phenyl H H H OCF3 H Seven fluorine sec.-propyls H OCF3
26-960 2-chloro-4, the 5-difluorophenyl H H H OC2F5 H Seven fluorine sec.-propyls H OC2F5
26-963 2-bromo-4-fluorophenyl H H H OC2F5 H Seven fluorine sec.-propyls H OCF3
26-964 2-chloro-4-nitrophenyl H H Cl OCF3 H Seven fluorine sec.-propyls H OCF3
26-969 2-fluorine pyridin-3-yl H H H OCF3 H Pentafluoroethyl group H OCF3
26-970 2-chloropyridine-3-base H H H OCF3 H Seven fluorine sec.-propyls H OCF3
26-979 5-cyanopyridine-3-base H H H OC2F5 H Seven fluorine sec.-propyls H OC2F5
26-981 4-cyanopyridine-3-base H H H OCF3 H Seven fluorine sec.-propyls H OC2F5
26-994 4-cyanopyridine-2-base H H H OCF3 H Pentafluoroethyl group H OCF3
26-995 Phenyl H H H OCF3 H Nine fluoro-2-butyl H OCF3
26-1002 The 2-bromophenyl H H H OC2F5 H Nine fluoro-2-butyl H OCF3
26-1008 (2-trifluoromethyl) phenyl H H H OCF3 H Nine fluoro-2-butyl H OC2F5
26-1010 The 3-cyano-phenyl H H H OCF3 H Nine fluoro-2-butyl H OCF3
26-1011 The 4-cyano-phenyl H H H OCF3 H Nine fluoro-2-butyl H OCF3
26-1017 4-bromo-2-chloro-phenyl- H H H OC2F5 H Nine fluoro-2-butyl H OC2F5
26-1026 2-chloropyridine-3-base H H H OCF3 H Nine fluoro-2-butyl H OCF3
26-1033 6-cyanopyridine-3-base H H H OC2F5 H Nine fluoro-2-butyl H OCF3
26-1035 5-cyanopyridine-3-base H H H OCF3 H Nine fluoro-2-butyl H OC2F5
26-1037 4-cyanopyridine-3-base H H H OC2F5 H Nine fluoro-2-butyl H OC2F5
26-1051 Phenyl H H H CF3 H Seven fluorine sec.-propyls H OCF3
26-1058 The 2-bromophenyl H H H CF3 H Seven fluorine sec.-propyls H OC2F5
26-1062 The 3-iodophenyl H H H CF3 H Pentafluoroethyl group H OCF3
26-1063 The 4-iodophenyl H H H CF3 H Pentafluoroethyl group H OCF3
26-1064 (2-trifluoromethyl) phenyl H H H C2F5 H Seven fluorine sec.-propyls H OC2F5
26-1065 The 3-nitrophenyl H H H C2F5 H Seven fluorine sec.-propyls H OCF3
26-1066 The 3-cyano-phenyl H H H CF3 H Seven fluorine sec.-propyls H OCF3
26-1067 The 4-cyano-phenyl H H H CF3 H Seven fluorine sec.-propyls H OCF3
26-1074 2-bromo-4-chloro-phenyl- H H H n-C3F7 H Seven fluorine sec.-propyls H OCF3
26-1078 4-cyano group-2-fluorophenyl H H H i-C3F7 H Seven fluorine sec.-propyls H OCF3
26-1081 2-fluorine pyridin-3-yl H H H CF3 H Pentafluoroethyl group H OCF3
26-1082 2-chloropyridine-3-base H H H CF3 H Seven fluorine sec.-propyls H OCF3
26-1089 6-cyanopyridine-3-base H H H n-C3F7 H Seven fluorine sec.-propyls H OC2F5
26-1091 5-cyanopyridine-3-base H H H i-C3F7 H Seven fluorine sec.-propyls H OC2F5
26-1106 4-cyanopyridine-2-base H H H CF3 H Pentafluoroethyl group H OCF3
Figure BPA00001310061504571
[table 183]
The 26th table (9)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
26-1177 (3-trifluoromethyl) phenyl H H H C2F5 H Seven fluorine sec.-propyls H CF3
26-1183 The 3-cyano-phenyl H H H CF3 H Seven fluorine sec.-propyls H CF3
26-1184 The 4-cyano-phenyl H H H CF3 H Seven fluorine sec.-propyls H CF3
26-1190 4-bromo-2-chloro-phenyl- H H H n-C3F7 H Seven fluorine sec.-propyls H CF3
26-1195 4-cyano group-2-fluorophenyl H H H i-C3F7 H Seven fluorine sec.-propyls H CF3
26-1198 2-fluorine pyridin-3-yl H H H CF3 H Pentafluoroethyl group H CF3
26-1199 2-chloropyridine-3-base H H H CF3 H Seven fluorine sec.-propyls H CF3
26-1200 2-bromopyridine-3-base H H H C2F5 H Seven fluorine sec.-propyls H C2F5
26-1203 2-nitropyridine-3-base H H Cl CF3 H Seven fluorine sec.-propyls H CF3
26-1211 6-cyanopyridine-3-base H H H C2F5 H Seven fluorine sec.-propyls H n-C3F7
26-1215 4-cyanopyridine-3-base H H H C2F5 H Seven fluorine sec.-propyls H i-C3F7
26-1230 4-cyanopyridine-2-base H H H CF3 H Pentafluoroethyl group H CF3
26-1231 Phenyl H H H CF3 H Nine fluoro-2-butyl H CF3
26-1243 The 4-iodophenyl H H H C2F5 H Nine fluoro-2-butyl H CF3
26-1251 The 3-cyano-phenyl H H H CF3 H Nine fluoro-2-butyl H CF3
26-1252 The 4-cyano-phenyl H H H CF3 H Nine fluoro-2-butyl H CF3
26-1258 4-bromo-2-chloro-phenyl- H H H n-C3F7 H Nine fluoro-2-butyl H CF3
26-1263 4-cyano group-2-fluorophenyl H H H i-C3F7 H Nine fluoro-2-butyl H CF3
26-1267 2-chloropyridine-3-base H H H CF3 H Nine fluoro-2-butyl H CF3
26-1268 2-bromopyridine-3-base H H H C2F5 H Nine fluoro-2-butyl H C2F5
26-1279 6-cyanopyridine-3-base H H H C2F5 H Nine fluoro-2-butyl H n-C3F7
26-1283 4-cyanopyridine-3-base H H H C2F5 H Nine fluoro-2-butyl H i-C3F7
[table 184]
The 27th table (1)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
27-1 Phenyl Me H H Cl H Seven fluorine sec.-propyls H OCF3
27-21 The 3-cyano-phenyl Me H H Cl H Seven fluorine sec.-propyls H OCF3
27-22 The 4-cyano-phenyl Me H H Cl H Seven fluorine sec.-propyls H OCF3
27-37 2-chloropyridine-3-base Me H H Cl H Seven fluorine sec.-propyls H OCF3
27-79 Phenyl Me H H Cl H Nine fluoro-2-butyl H OCF3
27-99 The 3-cyano-phenyl Me H H Cl H Nine fluoro-2-butyl H OCF3
27-100 The 4-cyano-phenyl Me H H Cl H Nine fluoro-2-butyl H OCF3
27-115 2-chloropyridine-3-base Me H H Cl H Nine fluoro-2-butyl H OCF3
27-157 Phenyl Me H H Br H Seven fluorine sec.-propyls H OCF3
27-177 The 3-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H OCF3
27-178 The 4-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H OCF3
27-193 2-chloropyridine-3-base Me H H Br H Seven fluorine sec.-propyls H OCF3
27-235 Phenyl Me H H Br H Nine fluoro-2-butyl H OCF3
27-255 The 3-cyano-phenyl Me H H Br H Nine fluoro-2-butyl H OCF3
27-256 The 4-cyano-phenyl Me H H Br H Nine fluoro-2-butyl H OCF3
27-271 2-chloropyridine-3-base Me H H Br H Nine fluoro-2-butyl H OCF3
27-313 Phenyl Me H H I H Seven fluorine sec.-propyls H OCF3
27-333 The 3-cyano-phenyl Me H H I H Seven fluorine sec.-propyls H OCF3
27-334 The 4-cyano-phenyl Me H H I H Seven fluorine sec.-propyls H OCF3
27-349 2-chloropyridine-3-base Me H H I H Seven fluorine sec.-propyls H OCF3
27-391 Phenyl Me H H I H Nine fluoro-2-butyl H OCF3
27-411 The 3-cyano-phenyl Me H H I H Nine fluoro-2-butyl H OCF3
27-412 The 4-cyano-phenyl Me H H I H Nine fluoro-2-butyl H OCF3
27-427 2-chloropyridine-3-base Me H H I H Nine fluoro-2-butyl H OCF3
27-469 Phenyl Me H H F H Seven fluorine sec.-propyls H CF3
27-470 Phenyl Me H H Cl H Seven fluorine sec.-propyls H CF3
27-484 (3-trifluoromethyl) phenyl Et H H Cl H Seven fluorine sec.-propyls H CF3
27-489 The 2-cyano-phenyl Me H H Cl H Pentafluoroethyl group H C2F5
27-490 The 3-cyano-phenyl Me H H Cl H Seven fluorine sec.-propyls H CF3
27-491 The 4-cyano-phenyl Me H H Cl H Seven fluorine sec.-propyls H CF3
27-494 The 2,4 dichloro benzene base Me H H Cl H Seven fluorine sec.-propyls H C2F5
27-495 2-chloro-4-fluorophenyl n-Pr H H Cl H Seven fluorine sec.-propyls H CF3
27-498 2-bromo-4-chloro-phenyl- Me H H Cl H Seven fluorine sec.-propyls H n-C3F7
27-506 2-chloropyridine-3-base Me H H Cl H Seven fluorine sec.-propyls H CF3
27-510 2-nitropyridine-3-base Me H Cl Cl H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504601
[table 185]
The 27th table (2)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
27-605 4-fluorine pyridin-3-yl Me H H Cl H Nine fluoro-2-butyl H C2F5
27-607 4-bromopyridine-3-base C(O)C(O)Me H H Cl H Nine fluoro-2-butyl H CF3
27-609 4-(trifluoromethyl) pyridin-3-yl Me H H Cl H Nine fluoro-2-butyl H n-C3F7
27-610 4-nitropyridine-3-base C(O)C(O)Et H H Cl H Nine fluoro-2-butyl H i-C3F7
27-624 5-iodine pyridine-2-base C(O)Me H H Cl H Nine fluoro-2-butyl H CF3
27-626 4-cyanopyridine-2-base C(O)Et H H Cl H Nine fluoro-2-butyl H C2F5
27-627 Phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-628 The 2-fluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-629 The 3-fluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-630 The 4-fluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-631 The 2-chloro-phenyl- Me H H Br H Seven fluorine sec.-propyls H CF3
27-632 The 3-chloro-phenyl- Me H H Br H Seven fluorine sec.-propyls H CF3
27-633 The 4-chloro-phenyl- Me H H Br H Seven fluorine sec.-propyls H CF3
27-634 The 2-bromophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-635 The 3-bromophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-636 The 4-bromophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-637 The 2-iodophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-638 The 3-iodophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-639 The 4-iodophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-640 (2-trifluoromethyl) phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-641 (3-trifluoromethyl) phenyl S(O)2Me H H Br H Seven fluorine sec.-propyls H CF3
27-642 (4-trifluoromethyl) phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-643 The 2-nitrophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-644 The 3-nitrophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-645 The 4-nitrophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-646 The 2-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-647 The 3-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-648 The 4-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-649 2, the 6-difluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-650 3, the 4-dichlorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-651 The 2,4 dichloro benzene base Me H H Br H Seven fluorine sec.-propyls H CF3
27-652 2-chloro-4-fluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-653 2-chloro-4, the 5-difluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-654 4-bromo-2-chloro-phenyl- Me H H Br H Seven fluorine sec.-propyls H CF3
27-655 2-bromo-4-chloro-phenyl- Me H H Br H Seven fluorine sec.-propyls H CF3
27-656 2-bromo-4-fluorophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-657 2-chloro-4-nitrophenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-658 3,5-dicyano phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-659 4-cyano group-2-fluorophenyl S(O)2Et H H Br H Seven fluorine sec.-propyls H CF3
27-660 2-chloro-4-cyano-phenyl Me H H Br H Seven fluorine sec.-propyls H CF3
27-661 Pyridin-3-yl Me H H Br H Seven fluorine sec.-propyls H CF3
27-662 2-fluorine pyridin-3-yl Me H H Br H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504621
[table 186]
The 27th table (3)
Figure BPA00001310061504631
Figure BPA00001310061504641
[table 187]
The 27th table (4)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
27-749 6-bromopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-750 6-iodine pyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-751 6-(trifluoromethyl) pyridin-3-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-752 6-nitropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-753 6-cyanopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-754 5-fluorine pyridin-3-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-755 5-chloropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-756 5-bromopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-757 5-iodine pyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-758 5-(trifluoromethyl) pyridin-3-yl CN H H Br H Nine fluoro-2-butyl H CF3
27-759 5-nitropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-760 5-cyanopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-761 4-fluorine pyridin-3-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-762 4-chloropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-763 4-bromopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-764 4-iodine pyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-765 4-(trifluoromethyl) pyridin-3-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-766 4-nitropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-767 4-cyanopyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-768 2,6-dichloropyridine-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-769 N-pyridine oxide-3-base Me H H Br H Nine fluoro-2-butyl H CF3
27-770 Pyridin-4-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-771 2-chloropyridine-4-base Me H H Br H Nine fluoro-2-butyl H CF3
27-772 3-bromopyridine-4-base Me H H Br H Nine fluoro-2-butyl H CF3
27-773 3,5-dichloropyridine-4-base Me H H Br H Nine fluoro-2-butyl H CF3
27-774 3-(trifluoromethyl) pyridin-4-yl Me H H Br H Nine fluoro-2-butyl H CF3
27-775 2,6-dicyanopyridine-4-base Me H H Br H Nine fluoro-2-butyl H CF3
27-776 N-pyridine oxide-4-base Me H H Br H Nine fluoro-2-butyl H CF3
27-777 Pyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-778 3-chloropyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-779 4-bromopyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-780 5-iodine pyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-781 6-chloropyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-782 4-cyanopyridine-2-base Me H H Br H Nine fluoro-2-butyl H CF3
27-783 Phenyl Me H H I H Seven fluorine sec.-propyls H CF3
27-784 The 2-fluorophenyl Me H H I H Seven fluorine sec.-propyls H CF3
27-785 The 3-fluorophenyl Me H H I H Seven fluorine sec.-propyls H CF3
27-786 The 4-fluorophenyl Me H H I H Seven fluorine sec.-propyls H CF3
27-787 The 2-chloro-phenyl- Me H H I H Seven fluorine sec.-propyls H CF3
27-788 The 3-chloro-phenyl- Me H H I H Seven fluorine sec.-propyls H CF3
27-789 The 4-chloro-phenyl- Me H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504661
[table 188]
The 27th table (5)
Figure BPA00001310061504671
Figure BPA00001310061504681
[table 189]
The 27th table (6)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
27-877 The 2-nitrophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-878 The 3-nitrophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-879 The 4-nitrophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-880 The 2-cyano-phenyl Me H H I H Nine fluoro-2-butyl H CF3
27-881 The 3-cyano-phenyl Me H H I H Nine fluoro-2-butyl H CF3
27-882 The 4-cyano-phenyl Me H H I H Nine fluoro-2-butyl H CF3
27-883 2, the 6-difluorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-884 3, the 4-dichlorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-885 The 2,4 dichloro benzene base Me H H I H Nine fluoro-2-butyl H CF3
27-886 2-chloro-4-fluorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-887 2-chloro-4, the 5-difluorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-888 4-bromo-2-chloro-phenyl- Me H H I H Nine fluoro-2-butyl H CF3
27-889 2-bromo-4-chloro-phenyl- Me H H I H Nine fluoro-2-butyl H CF3
27-890 2-bromo-4-fluorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-891 2-chloro-4-nitrophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-892 3,5-dicyano phenyl Me H H I H Nine fluoro-2-butyl H CF3
27-893 4-cyano group-2-fluorophenyl Me H H I H Nine fluoro-2-butyl H CF3
27-894 2-chloro-4-cyano-phenyl Me H H I H Nine fluoro-2-butyl H CF3
27-895 Pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-896 2-fluorine pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-897 2-chloropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-898 2-bromopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-899 2-iodine pyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-900 2-(trifluoromethyl) pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-901 2-nitropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-902 2-cyanopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-903 6-fluorine pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-904 6-chloropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-905 6-bromopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-906 6-iodine pyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-907 6-(trifluoromethyl) pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-908 6-nitropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-909 6-cyanopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-910 5-fluorine pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-911 5-chloropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-912 5-bromopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-913 5-iodine pyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-914 5-(trifluoromethyl) pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
27-915 5-nitropyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-916 5-cyanopyridine-3-base Me H H I H Nine fluoro-2-butyl H CF3
27-917 4-fluorine pyridin-3-yl Me H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061504701
[table 190]
The 27th table (7)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
27-995 Phenyl Me H H OCF3 H Nine fluoro-2-butyl H OCF3
27-1026 2-chloropyridine-3-base Me H H OCF3 H Nine fluoro-2-butyl H OCF3
27-1051 Phenyl Me H H CF3 H Seven fluorine sec.-propyls H OCF3
27-1082 2-chloropyridine-3-base Me H H CF3 H Seven fluorine sec.-propyls H OCF3
27-1107 Phenyl Me H H CF3 H Nine fluoro-2-butyl H OCF3
27-1138 2-chloropyridine-3-base Me H H CF3 H Nine fluoro-2-butyl H OCF3
27-1163 Phenyl Me H H CF3 H Seven fluorine sec.-propyls H CF3
27-1183 The 3-cyano-phenyl Me H H CF3 H Seven fluorine sec.-propyls H CF3
27-1184 The 4-cyano-phenyl Me H H CF3 H Seven fluorine sec.-propyls H CF3
27-1199 2-chloropyridine-3-base Me H H CF3 H Seven fluorine sec.-propyls H CF3
27-1231 Phenyl Me H H CF3 H Nine fluoro-2-butyl H CF3
27-1251 The 3-cyano-phenyl Me H H CF3 H Nine fluoro-2-butyl H CF3
27-1252 The 4-cyano-phenyl Me H H CF3 H Nine fluoro-2-butyl H CF3
27-1267 2-chloropyridine-3-base Me H H CF3 H Nine fluoro-2-butyl H CF3
[table 191]
Figure BPA00001310061504721
The 28th table (1)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
28-1 Phenyl H Me H Cl H Seven fluorine sec.-propyls H OCF3
28-21 The 3-cyano-phenyl H Me H Cl H Seven fluorine sec.-propyls H OCF3
28-22 The 4-cyano-phenyl H Me H Cl H Seven fluorine sec.-propyls H OCF3
28-37 2-chloropyridine-3-base H Me H Cl H Seven fluorine sec.-propyls H OCF3
28-79 Phenyl H Me H Cl H Nine fluoro-2-butyl H OCF3
28-99 The 3-cyano-phenyl H Me H Cl H Nine fluoro-2-butyl H OCF3
28-100 The 4-cyano-phenyl H Me H Cl H Nine fluoro-2-butyl H OCF3
28-115 2-chloropyridine-3-base H Me H Cl H Nine fluoro-2-butyl H OCF3
28-157 Phenyl H Me H Br H Seven fluorine sec.-propyls H OCF3
28-177 The 3-cyano-phenyl H Me H Br H Seven fluorine sec.-propyls H OCF3
28-178 The 4-cyano-phenyl H Me H Br H Seven fluorine sec.-propyls H OCF3
28-193 2-chloropyridine-3-base H Me H Br H Seven fluorine sec.-propyls H OCF3
28-235 Phenyl H Me H Br H Nine fluoro-2-butyl H OCF3
28-255 The 3-cyano-phenyl H Me H Br H Nine fluoro-2-butyl H OCF3
28-256 The 4-cyano-phenyl H Me H Br H Nine fluoro-2-butyl H OCF3
28-271 2-chloropyridine-3-base H Me H Br H Nine fluoro-2-butyl H OCF3
28-313 Phenyl H Me H I H Seven fluorine sec.-propyls H OCF3
28-333 The 3-cyano-phenyl H Me H I H Seven fluorine sec.-propyls H OCF3
28-334 The 4-cyano-phenyl H Me H I H Seven fluorine sec.-propyls H OCF3
28-349 2-chloropyridine-3-base H Me H I H Seven fluorine sec.-propyls H OCF3
28-391 Phenyl H Me H I H Nine fluoro-2-butyl H OCF3
28-411 The 3-cyano-phenyl H Me H I H Nine fluoro-2-butyl H OCF3
28-412 The 4-cyano-phenyl H Me H I H Nine fluoro-2-butyl H OCF3
28-427 2-chloropyridine-3-base H Me H I H Nine fluoro-2-butyl H OCF3
28-469 Phenyl H Me H F H Seven fluorine sec.-propyls H CF3
28-470 Phenyl H Me H Cl H Seven fluorine sec.-propyls H CF3
28-481 The 3-iodophenyl H Me H Cl H Pentafluoroethyl group H CF3
28-482 The 4-iodophenyl H Me H Cl H Pentafluoroethyl group H CF3
28-484 (3-trifluoromethyl) phenyl H Et H Cl H Seven fluorine sec.-propyls H CF3
28-489 The 2-cyano-phenyl H Me H Cl H Pentafluoroethyl group H C2F5
28-490 The 3-cyano-phenyl H Me H Cl H Seven fluorine sec.-propyls H CF3
28-491 The 4-cyano-phenyl H Me H Cl H Seven fluorine sec.-propyls H CF3
28-494 The 2,4 dichloro benzene base H Me H Cl H Seven fluorine sec.-propyls H C2F5
28-495 2-chloro-4-fluorophenyl H n-Pr H Cl H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504731
[table 192]
The 28th table (2)
Figure BPA00001310061504741
Figure BPA00001310061504751
[table 193]
The 29th table (1)
Figure BPA00001310061504762
[table 194]
The 29th table (2)
Figure BPA00001310061504781
Figure BPA00001310061504791
[table 195]
The 29th table (3)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
29-1530 2-chloropyridine-3-base Me Me H CF3 H Nine fluoro-2-butyl H OCF3
29-1555 Phenyl Me Me H CF3 H Seven fluorine sec.-propyls H CF3
29-1575 The 3-cyano-phenyl Me Me H CF3 H Seven fluorine sec.-propyls H CF3
29-1576 The 4-cyano-phenyl Me Me H CF3 H Seven fluorine sec.-propyls H CF3
29-1591 2-chloropyridine-3-base Me Me H CF3 H Seven fluorine sec.-propyls H CF3
29-1623 Phenyl Me Me H CF3 H Nine fluoro-2-butyl H CF3
29-1643 The 3-cyano-phenyl Me Me H CF3 H Nine fluoro-2-butyl H CF3
29-1644 The 4-cyano-phenyl Me Me H CF3 H Nine fluoro-2-butyl H CF3
29-1659 2-chloropyridine-3-base Me Me H CF3 H Nine fluoro-2-butyl H CF3
[table 196]
Figure BPA00001310061504801
The 30th table (1)
Figure BPA00001310061504802
Figure BPA00001310061504811
[table 197]
Figure BPA00001310061504812
The 31st table (1)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
31-1 2,2,2-three chloroethyls H H H F H Seven fluorine sec.-propyls H OCF3
31-2 2,2,2-three chloroethyls H H H F H Nine fluoro-2-butyl H OCF3
31-9 The 2-chloroethyl H H Cl Cl H Seven fluorine sec.-propyls H OCF3
31-13 2,2,2-three chloroethyls H H H Cl H Seven fluorine sec.-propyls H OCF3
31-16 3-fluoro-n-propyl group H H H Cl H Pentafluoroethyl group H OCF3
31-18 3-bromo-n-propyl group H H H Cl H Seven fluorine sec.-propyls H OC2F5
31-22 1,3-two chloro-2-propyl group H H H Cl H Pentafluoroethyl group H OC2F5
31-26 4,4,4-three fluoro-n-butyl H H H Cl H Seven fluorine sec.-propyls H OCF3
31-36 The 2-bromotrifluoromethane H H H Cl H Nine fluoro-2-butyl H OC2F5
31-42 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H OCF3
31-55 4,4,4-three fluoro-n-butyl H H H Cl H Nine fluoro-2-butyl H OCF3
31-57 The s-butyl H H H Cl H Nine fluoro-2-butyl H OC2F5
31-66 2-iodine ethyl H H H Br H Seven fluorine sec.-propyls H OC2F5
31-71 2,2,2-three chloroethyls H H H Br H Seven fluorine sec.-propyls H OCF3
31-84 4,4,4-three fluoro-n-butyl H H H Br H Seven fluorine sec.-propyls H OCF3
31-100 2,2,2-three chloroethyls H H H Br H Nine fluoro-2-butyl H OCF3
31-102 The n-propyl group H H H Br H Nine fluoro-2-butyl H OC2F5
31-113 4,4,4-three fluoro-n-butyl H H H Br H Nine fluoro-2-butyl H OCF3
31-129 2,2,2-three chloroethyls H H H I H Seven fluorine sec.-propyls H OCF3
Figure BPA00001310061504821
[table 198]
The 31st table (2)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
31-202 4,4,4-three fluoro-n-butyl H H H Cl H Seven fluorine sec.-propyls H CF3
31-203 The i-butyl H H Cl Cl H Seven fluorine sec.-propyls H CF3
31-204 The s-butyl H H H Cl H Seven fluorine sec.-propyls H CF3
31-205 Vinyl H H H Cl H Seven fluorine sec.-propyls H CF3
31-206 Benzyl H H H Cl H Seven fluorine sec.-propyls H CF3
31-207 Phenyl H H H Cl H Seven fluorine sec.-propyls H CF3
31-208 Methyl H H H Cl H Nine fluoro-2-butyl H CF3
31-209 Ethyl H H H C?l H Nine fluoro-2-butyl H i-C3F7
31-210 The 2-fluoro ethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-211 The 2-chloroethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-212 The 2-bromotrifluoromethane H H H Cl H Nine fluoro-2-butyl H CF3
31-213 2-iodine ethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-214 The 2-cyano ethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-215 2,2-two fluoro ethyls H H H Cl H Nine fluoro-2-butyl H CF3
31-216 2, the 2-Dichloroethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-217 2,2, the 2-trifluoroethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-218 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H CF3
31-219 2,2, the 2-three bromomethyl H H H Cl H Nine fluoro-2-butyl H CF3
31-220 The n-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-221 3-fluoro-n-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-222 3-chloro-n-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-223 3-bromo-n-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-224 The i-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-225 1,2-two fluoro-2-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-226 1,3-two fluoro-2-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-227 1,3-two chloro-2-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-228 1-chloro-3-fluoro-2-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-229 3,3,3-three fluoro-n-propyl group H H H Cl H Nine fluoro-2-butyl H CF3
31-230 The n-butyl H H H Cl H Nine fluoro-2-butyl H CF3
31-231 4,4,4-three fluoro-n-butyl H H H Cl H Nine fluoro-2-butyl H CF3
31-232 The i-butyl H H H Cl H Nine fluoro-2-butyl H CF3
31-233 The s-butyl H H H Cl H Nine fluoro-2-butyl H CF3
31-234 Vinyl H H H Cl H Nine fluoro-2-butyl H CF3
31-235 Benzyl H H H Cl H Nine fluoro-2-butyl H CF3
31-236 Phenyl H H H Cl H Nine fluoro-2-butyl H CF3
31-237 Methyl H H H Br H Seven fluorine sec.-propyls H CF3
31-238 Ethyl H H H Br H Seven fluorine sec.-propyls H CF3
31-239 The 2-fluoro ethyl H H H Br H Seven fluorine sec.-propyls H CF3
31-240 The 2-chloroethyl H H H Br H Seven fluorine sec.-propyls H CF3
31-241 The 2-bromotrifluoromethane H H H Br H Seven fluorine sec.-propyls H CF3
31-242 2-iodine ethyl H H H Br H Seven fluorine sec.-propyls H CF3
31-243 The 2-cyano ethyl H H H Br H Seven fluorine sec.-propyls H C2F5
31-244 2,2-two fluoro ethyls H H H Br H Seven fluorine sec.-propyls H CF3
[table 199]
The 31st table (3)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
31-261 The i-butyl H H H Br H Seven fluorine sec.-propyls H CF3
31-262 The s-butyl H H H Br H Seven fluorine sec.-propyls H CF3
31-263 Vinyl H H H Br H Seven fluorine sec.-propyls H CF3
31-264 Benzyl H H H Br H Seven fluorine sec.-propyls H CF3
31-265 Phenyl H H H Br H Seven fluorine sec.-propyls H CF3
31-266 Methyl H H H Br H Nine fluoro-2-butyl H CF3
31-267 Ethyl H H H Br H Nine fluoro-2-butyl H CF3
31-268 The 2-fluoro ethyl H H H Br H Nine fluoro-2-butyl H CF3
31-269 The 2-chloroethyl H H H Br H Nine fluoro-2-butyl H CF3
31-270 The 2-bromotrifluoromethane H H H Br H Nine fluoro-2-butyl H CF3
31-271 2-iodine ethyl H H H Br H Nine fluoro-2-butyl H CF3
31-272 The 2-cyano ethyl H H H Br H Nine fluoro-2-butyl H CF3
31-273 2,2-two fluoro ethyls H H H Br H Nine fluoro-2-butyl H CF3
31-274 2, the 2-Dichloroethyl H H H Br H Nine fluoro-2-butyl H CF3
31-275 2,2, the 2-trifluoroethyl H H H Br H Nine fluoro-2-butyl H CF3
31-276 2,2,2-three chloroethyls H H H Br H Nine fluoro-2-butyl H CF3
31-277 2,2, the 2-three bromomethyl H H H Br H Nine fluoro-2-butyl H CF3
31-278 The n-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-279 3-fluoro-n-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-280 3-chloro-n-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-281 3-bromo-n-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-282 The i-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-283 1,2-two fluoro-2-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-284 1,3-two fluoro-2-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-285 1,3-two chloro-2-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-286 1-chloro-3-fluoro-2-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-287 3,3,3-three fluoro-n-propyl group H H H Br H Nine fluoro-2-butyl H CF3
31-288 The n-butyl H H H Br H Nine fluoro-2-butyl H CF3
31-289 4,4,4-three fluoro-n-butyl H H H Br H Nine fluoro-2-butyl H CF3
31-290 The i-butyl H H H Br H Nine fluoro-2-butyl H CF3
31-291 The s-butyl H H H Br H Nine fluoro-2-butyl H CF3
31-292 Vinyl H H H Br H Nine fluoro-2-butyl H CF3
31-293 Benzyl H H H Br H Nine fluoro-2-butyl H CF3
31-294 Phenyl H H H Br H Nine fluoro-2-butyl H i-C3F7
31-295 Methyl H H H I H Seven fluorine sec.-propyls H CF3
31-296 Ethyl H H H I H Seven fluorine sec.-propyls H CF3
31-297 The 2-fluoro ethyl H H H I H Seven fluorine sec.-propyls H CF3
31-298 The 2-chloroethyl H H H I H Seven fluorine sec.-propyls H CF3
31-299 The 2-bromotrifluoromethane H H H I H Seven fluorine sec.-propyls H CF3
31-300 2-iodine ethyl H H H I H Seven fluorine sec.-propyls H CF3
31-301 The 2-cyano ethyl H H H I H Seven fluorine sec.-propyls H CF3
31-302 2,2-two fluoro ethyls H H H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504861
[table 200]
The 31st table (4)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
31-321 Vinyl H H H I H Seven fluorine sec.-propyls H CF3
31-322 Benzyl H H H I H Seven fluorine sec.-propyls H CF3
31-323 Phenyl H H H I H Seven fluorine sec.-propyls H CF3
31-324 Methyl H H H I H Nine fluoro-2-butyl H CF3
31-325 Ethyl H H H I H Nine fluoro-2-butyl H CF3
31-326 The 2-fluoro ethyl H H H I H Nine fluoro-2-butyl H CF3
31-327 The 2-chloroethyl H H H I H Nine fluoro-2-butyl H CF3
31-328 The 2-bromotrifluoromethane H H H I H Nine fluoro-2-butyl H CF3
31-329 2-iodine ethyl H H H I H Nine fluoro-2-butyl H CF3
31-330 The 2-cyano ethyl H H H I H Nine fluoro-2-butyl H CF3
31-331 2,2-two fluoro ethyls H H H I H Nine fluoro-2-butyl H CF3
31-332 2, the 2-Dichloroethyl H H H I H Nine fluoro-2-butyl H CF3
31-333 2,2, the 2-trifluoroethyl H H H I H Nine fluoro-2-butyl H CF3
31-334 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl H CF3
31-335 2,2, the 2-three bromomethyl H H H I H Nine fluoro-2-butyl H CF3
31-336 The n-propyl group H H H I H Nine fluoro-2-butyl H n-C3F7
31-337 3-fluoro-n-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-338 3-chloro-n-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-339 3-bromo-n-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-340 The i-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-341 1,2-two fluoro-2-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-342 1,3-two fluoro-2-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-343 1,3-two chloro-2-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-344 1-chloro-3-fluoro-2-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-345 3,3,3-three fluoro-n-propyl group H H H I H Nine fluoro-2-butyl H CF3
31-346 The n-butyl H H H I H Nine fluoro-2-butyl H CF3
31-347 4,4,4-three fluoro-n-butyl H H H I H Nine fluoro-2-butyl H CF3
31-348 The i-butyl H H H I H Nine fluoro-2-butyl H CF3
31-349 The s-butyl H H H I H Nine fluoro-2-butyl H CF3
31-350 Vinyl H H H I H Nine fluoro-2-butyl H i-C3F7
31-351 Benzyl H H H I H Nine fluoro-2-butyl H CF3
31-352 Phenyl H H H I H Nine fluoro-2-butyl H CF3
31-359 The 2-cyano ethyl H H H OCF3 H Seven fluorine sec.-propyls H OC2F5
31-363 2,2,2-three chloroethyls H H H OCF3 H Seven fluorine sec.-propyls H OCF3
31-364 2,2, the 2-three bromomethyl H H H OCF3 H Pentafluoroethyl group H OCF3
31-373 1-chloro-3-fluoro-2-propyl group H H H OC2F5 H Seven fluorine sec.-propyls H OC2F5
31-376 4,4,4-three fluoro-n-butyl H H H OCF3 H Seven fluorine sec.-propyls H OCF3
31-378 The s-butyl H H H OC2F5 H Seven fluorine sec.-propyls H OCF3
31-391 2,2, the 2-trifluoroethyl H H H OC2F5 H Nine fluoro-2-butyl H OCF3
31-392 2,2,2-three chloroethyls H H H OCF3 H Nine fluoro-2-butyl H OCF3
31-394 The n-propyl group H H Cl OCF3 H Nine fluoro-2-butyl H OC2F5
31-403 3,3,3-three fluoro-n-propyl group H H H OC2F5 H Nine fluoro-2-butyl H OC2F5
Figure BPA00001310061504881
[table 201]
The 31st table (5)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
31-479 2,2,2-three chloroethyls H H H CF3 H Seven fluorine sec.-propyls H CF3
31-482 3-fluoro-n-propyl group H H H C2F5 H Seven fluorine sec.-propyls H CF3
31-485 The i-propyl group H H H i-C3F7 H Seven fluorine sec.-propyls H CF3
31-487 1,3-two fluoro-2-propyl group H H H CF3 H Pentafluoroethyl group H CF3
31-490 3,3,3-three fluoro-n-propyl group H H H C2F5 H Seven fluorine sec.-propyls H C2F5
31-492 4,4,4-three fluoro-n-butyl H H H CF3 H Seven fluorine sec.-propyls H CF3
31-493 The i-butyl H H H C2F5 H Seven fluorine sec.-propyls H n-C3F7
31-495 Vinyl H H H n-C3F7 H Seven fluorine sec.-propyls H CF3
31-508 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl H CF3
31-520 The n-butyl H H H C2F5 H Nine fluoro-2-butyl H i-C3F7
31-521 4,4,4-three fluoro-n-butyl H H H CF3 H Nine fluoro-2-butyl H CF3
31-522 The i-butyl H H Cl CF3 H Nine fluoro-2-butyl H CF3
31-524 Vinyl H H H n-C3F7 H Nine fluoro-2-butyl H i-C3F7
[table 202]
Figure BPA00001310061504891
The 32nd table (1)
Figure BPA00001310061504892
Figure BPA00001310061504901
[table 203]
Figure BPA00001310061504911
The 33rd table (1)
The compound sequence number Q 2 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
33-1 2,2,2-three chloroethyls H Me H F H Seven fluorine sec.-propyls H OCF3
33-2 2,2,2-three chloroethyls H Me H F H Nine fluoro-2-butyl H OCF3
33-13 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H OCF3
33-42 2,2,2-three chloroethyls H Me H Cl H Nine fluoro-2-butyl H OCF3
33-71 2,2,2-three chloroethyls H Me H Br H Seven fluorine sec.-propyls H OCF3
33-100 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H OCF3
33-129 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H OCF3
33-158 2,2,2-three chloroethyls H Me H I H Nine fluoro-2-butyl H OCF3
33-177 2,2,2-three chloroethyls H Me H F H Seven fluorine sec.-propyls H CF3
33-178 2,2,2-three chloroethyls H Me H F H Nine fluoro-2-butyl H CF3
33-185 The 2-cyano ethyl H Et H Cl H Seven fluorine sec.-propyls H C2F5
33-189 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H CF3
33-191 The n-propyl group H Me H Cl H Pentafluoroethyl group H CF3
33-195 The i-propyl group H n-Pr H Cl H Seven fluorine sec.-propyls H n-C3F7
33-198 1,3-two chloro-2-propyl group H Me H Cl H Pentafluoroethyl group H CF3
33-199 1-chloro-3-fluoro-2-propyl group H i-Pr H Cl H Seven fluorine sec.-propyls H CF3
33-203 The i-butyl H CH2CH=CH2 H Cl H Seven fluorine sec.-propyls H CF3
33-207 Phenyl H Me Cl Cl H Seven fluorine sec.-propyls H CF3
33-209 Ethyl H Me H Cl H Nine fluoro-2-butyl H i-C3F7
33-214 The 2-cyano ethyl H CN H Cl H Nine fluoro-2-butyl H CF3
33-218 2,2,2-three chloroethyls H Me H Cl H Nine fluoro-2-butyl H CF3
33-220 The n-propyl group H CH2C≡CH H Cl H Nine fluoro-2-butyl H CF3
33-232 The i-butyl H NH2 H Cl H Nine fluoro-2-butyl H CF3
33-243 The 2-cyano ethyl H Me H Br H Seven fluorine sec.-propyls H C2F5
33-247 2,2,2-three chloroethyls H Me H Br H Seven fluorine sec.-propyls H CF3
33-249 The n-propyl group H C(O)OMe H Br H Seven fluorine sec.-propyls H CF3
33-254 1,2-two fluoro-2-propyl group H Me H Br H Seven fluorine sec.-propyls H n-C3F7
33-260 4,4,4-three fluoro-n-butyl H Me H Br H Seven fluorine sec.-propyls H CF3
33-263 Vinyl H C(O)C(O)OMe H Br H Seven fluorine sec.-propyls H CF3
33-276 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H CF3
33-278 The n-propyl group H C(O)OEt H Br H Nine fluoro-2-butyl H CF3
33-282 The i-propyl group H C(O)Me H Br H Nine fluoro-2-butyl H CF3
33-289 4,4,4-three fluoro-n-butyl H Me H Br H Nine fluoro-2-butyl H CF3
33-294 Phenyl H C(O)C(O)OEt H Br H Nine fluoro-2-butyl H i-C3F7
33-305 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H CF3
Figure BPA00001310061504921
[table 204]
Figure BPA00001310061504931
The 34th table (1)
Figure BPA00001310061504932
[table 205]
The 34th table (2)
Figure BPA00001310061504941
[table 206]
The 35th table (1)
Figure BPA00001310061504952
Figure BPA00001310061504961
[table 207]
Figure BPA00001310061504971
The 36th table (1)
Figure BPA00001310061504972
[table 208]
Figure BPA00001310061504981
The 37th table (1)
The compound sequence number Q 1 R 1 R 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
37-1 Phenyl H H H Br H Seven fluorine sec.-propyls H OCF3
37-2 Phenyl H H H I H Seven fluorine sec.-propyls H CF3
37-3 Phenyl H H Cl I H Seven fluorine sec.-propyls H CF3
37-4 Phenyl H H H CF3 H Seven fluorine sec.-propyls H CF3
37-5 Phenyl H H H Cl H Nine fluoro-2-butyl H OCF3
37-6 Phenyl H H H Br H Nine fluoro-2-butyl H CF3
37-7 Phenyl H H H CF3 H Nine fluoro-2-butyl H CF3
37-8 Phenyl Me H H Br H Seven fluorine sec.-propyls H OCF3
37-9 Phenyl Me H H I H Seven fluorine sec.-propyls H CF3
37-10 Phenyl Me H H CF3 H Seven fluorine sec.-propyls H CF3
37-11 Phenyl Me H H Cl H Nine fluoro-2-butyl H OCF3
37-12 Phenyl Me H H Br H Nine fluoro-2-butyl H CF3
37-13 Phenyl Me H H CF3 H Nine fluoro-2-butyl H CF3
37-14 Phenyl H Me H Br H Seven fluorine sec.-propyls H OCF3
37-15 Phenyl H Me H I H Seven fluorine sec.-propyls H CF3
37-16 Phenyl H Me H CF3 H Seven fluorine sec.-propyls H CF3
37-17 Phenyl H Me H Cl H Nine fluoro-2-butyl H OCF3
37-18 Phenyl H Me H Br H Nine fluoro-2-butyl H CF3
37-19 Phenyl H Me H CF3 H Nine fluoro-2-butyl H CF3
37-20 Phenyl Me Me H Br H Seven fluorine sec.-propyls H OCF3
37-21 Phenyl Me Me H I H Seven fluorine sec.-propyls H CF3
37-22 Phenyl Me Me H CF3 H Seven fluorine sec.-propyls H CF3
37-23 Phenyl Me Me H Cl H Nine fluoro-2-butyl H OCF3
37-24 Phenyl Me Me H Br H Nine fluoro-2-butyl H CF3
37-25 Phenyl Me Me H CF3 H Nine fluoro-2-butyl H CF3
37-26 Phenyl Me H H Br F Seven fluorine sec.-propyls H OCF3
37-27 Phenyl H H H I H Seven fluorine sec.-propyls F CF3
37-28 Phenyl H Me H CF3 Cl Seven fluorine sec.-propyls H CF3
37-29 Phenyl H H H Cl H Nine fluoro-2-butyl Cl OCF3
37-30 Phenyl H H H Br Br Nine fluoro-2-butyl H CF3
37-31 Phenyl H H H I H Nine fluoro-2-butyl I CF3
37-32 Phenyl H H H Cl Me Nine fluoro-2-butyl H CF3
37-33 Phenyl H H H CF3 H Nine fluoro-2-butyl Et CF3
[table 209]
The 38th table (1)
Figure BPA00001310061504992
[table 210]
Figure BPA00001310061505001
The 39th table (1)
Figure BPA00001310061505002
[table 211]
Figure BPA00001310061505011
The 40th table (1)
Figure BPA00001310061505012
[table 212]
Figure BPA00001310061505021
The 41st table (1)
The compound sequence number Q 2 R 1 R 2 X 2 Y 1 Y 2 Y 3 Y 4 Y 5
41-1 2,2,2-three chloroethyls H H H Cl H Seven fluorine sec.-propyls H OCF3
41-2 2,2,2-three chloroethyls H H H Br H Seven fluorine sec.-propyls H CF3
41-3 2,2,2-three chloroethyls H H H CF3 H Seven fluorine sec.-propyls H CF3
41-4 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl H OCF3
41-5 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H CF3
41-6 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl H CF3
41-7 2,2,2-three chloroethyls Me H H Br H Seven fluorine sec.-propyls H OCF3
41-8 2,2,2-three chloroethyls Me H H I H Seven fluorine sec.-propyls H CF3
41-9 2,2,2-three chloroethyls Me H H CF3 H Seven fluorine sec.-propyls H CF3
41-10 2,2,2-three chloroethyls Me H H Cl H Nine fluoro-2-butyl H OCF3
41-11 2,2,2-three chloroethyls Me H H Br H Nine fluoro-2-butyl H CF3
41-12 2,2,2-three chloroethyls Me H H CF3 H Nine fluoro-2-butyl H CF3
41-13 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H OCF3
41-14 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H CF3
41-15 2,2,2-three chloroethyls H Me H CF3 H Seven fluorine sec.-propyls H CF3
41-16 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H OCF3
41-17 2,2,2-three chloroethyls H Me H I H Nine fluoro-2-butyl H CF3
41-18 2,2,2-three chloroethyls H Me H CF3 H Nine fluoro-2-butyl H CF3
41-19 2,2,2-three chloroethyls Me Me H Cl H Seven fluorine sec.-propyls H OCF3
41-20 2,2,2-three chloroethyls Me Me H Br H Seven fluorine sec.-propyls H CF3
41-21 2,2,2-three chloroethyls Me Me H CF3 H Seven fluorine sec.-propyls H CF3
41-22 2,2,2-three chloroethyls Me Me H I H Nine fluoro-2-butyl H OCF3
41-23 2,2,2-three chloroethyls Me Me H Cl H Nine fluoro-2-butyl H CF3
41-24 2,2,2-three chloroethyls Me Me H CF3 H Nine fluoro-2-butyl H CF3
41-25 2,2,2-three chloroethyls H H H Br F Seven fluorine sec.-propyls H OCF3
41-26 2,2,2-three chloroethyls H H H I H Seven fluorine sec.-propyls Cl CF3
41-27 2,2,2-three chloroethyls H H H CF3 Br Seven fluorine sec.-propyls H CF3
41-28 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl I OCF3
41-29 2,2,2-three chloroethyls H H H Br Me Nine fluoro-2-butyl H CF3
41-30 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl Et CF3
41-31 2,2,2-three chloroethyls H H Cl Br H Seven fluorine sec.-propyls H CF3
[table 213]
The 42nd table (1)
[table 214]
Figure BPA00001310061505041
The 43rd table (1)
The compound sequence number Q 2 R 1 R 2 X 2 Y 1 Y 2 Y 3 Y 4 Y 5
43-1 2,2,2-three chloroethyls H H H Cl H Seven fluorine sec.-propyls H OCF3
43-2 2,2,2-three chloroethyls H H H Br H Seven fluorine sec.-propyls H CF3
43-3 2,2,2-three chloroethyls H H H CF3 H Seven fluorine sec.-propyls H CF3
43-4 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl H OCF3
43-5 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H CF3
43-6 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl H CF3
43-7 2,2,2-three chloroethyls Me H H Br H Seven fluorine sec.-propyls H OCF3
43-8 2,2,2-three chloroethyls Me H H I H Seven fluorine sec.-propyls H CF3
43-9 2,2,2-three chloroethyls Me H H CF3 H Seven fluorine sec.-propyls H CF3
43-10 2,2,2-three chloroethyls Me H H Cl H Nine fluoro-2-butyl H OCF3
43-11 2,2,2-three chloroethyls Me H H Br H Nine fluoro-2-butyl H CF3
43-12 2,2,2-three chloroethyls Me H H CF3 H Nine fluoro-2-butyl H CF3
43-13 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H OCF3
43-14 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H CF3
43-15 2,2,2-three chloroethyls H Me H CF3 H Seven fluorine sec.-propyls H CF3
43-16 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H OCF3
43-17 2,2,2-three chloroethyls H Me H I H Nine fluoro-2-butyl H CF3
43-18 2,2,2-three chloroethyls H Me H CF3 H Nine fluoro-2-butyl H CF3
43-19 2,2,2-three chloroethyls Me Me H Cl H Seven fluorine sec.-propyls H OCF3
43-20 2,2,2-three chloroethyls Me Me H Br H Seven fluorine sec.-propyls H CF3
43-21 2,2,2-three chloroethyls Me Me H CF3 H Seven fluorine sec.-propyls H CF3
43-22 2,2,2-three chloroethyls Me Me H I H Nine fluoro-2-butyl H OCF3
43-23 2,2,2-three chloroethyls Me Me H Cl H Nine fluoro-2-butyl H CF3
43-24 2,2,2-three chloroethyls Me Me H CF3 H Nine fluoro-2-butyl H CF3
43-25 2,2,2-three chloroethyls H H H Br F Seven fluorine sec.-propyls H OCF3
43-26 2,2,2-three chloroethyls H H H I H Seven fluorine sec.-propyls Cl CF3
43-27 2,2,2-three chloroethyls H H H CF3 Br Seven fluorine sec.-propyls H CF3
43-28 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl I OCF3
43-29 2,2,2-three chloroethyls H H H Br Me Nine fluoro-2-butyl H CF3
43-30 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl Et CF3
43-31 2,2,2-three chloroethyls H H Cl Br H Seven fluorine sec.-propyls H CF3
[table 215]
Figure BPA00001310061505051
The 44th table (1)
The compound sequence number Q 2 R 1 R 2 X 1 Y 1 Y 2 Y 3 Y 4 Y 5
44-1 2,2,2-three chloroethyls H H H Cl H Seven fluorine sec.-propyls H OCF3
44-2 2,2,2-three chloroethyls H H H Br H Seven fluorine sec.-propyls H CF3
44-3 2,2,2-three chloroethyls H H H CF3 H Seven fluorine sec.-propyls H CF3
44-4 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl H OCF3
44-5 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H CF3
44-6 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl H CF3
44-7 2,2,2-three chloroethyls Me H H Br H Seven fluorine sec.-propyls H OCF3
44-8 2,2,2-three chloroethyls Me H H I H Seven fluorine sec.-propyls H CF3
44-9 2,2,2-three chloroethyls Me H H CF3 H Seven fluorine sec.-propyls H CF3
44-10 2,2,2-three chloroethyls Me H H Cl H Nine fluoro-2-butyl H OCF3
44-11 2,2,2-three chloroethyls Me H H Br H Nine fluoro-2-butyl H CF3
44-12 2,2,2-three chloroethyls Me H H CF3 H Nine fluoro-2-butyl H CF3
44-13 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H OCF3
44-14 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H CF3
44-15 2,2,2-three chloroethyls H Me H CF3 H Seven fluorine sec.-propyls H CF3
44-16 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H OCF3
44-17 2,2,2-three chloroethyls H Me H I H Nine fluoro-2-butyl H CF3
44-18 2,2,2-three chloroethyls H Me H CF3 H Nine fluoro-2-butyl H CF3
44-19 2,2,2-three chloroethyls Me Me H Cl H Seven fluorine sec.-propyls H OCF3
44-20 2,2,2-three chloroethyls Me Me H Br H Seven fluorine sec.-propyls H CF3
44-21 2,2,2-three chloroethyls Me Me H CF3 H Seven fluorine sec.-propyls H CF3
44-22 2,2,2-three chloroethyls Me Me H I H Nine fluoro-2-butyl H OCF3
44-23 2,2,2-three chloroethyls Me Me H Cl H Nine fluoro-2-butyl H CF3
44-24 2,2,2-three chloroethyls Me Me H CF3 H Nine fluoro-2-butyl H CF3
44-25 2,2,2-three chloroethyls H H H Br F Seven fluorine sec.-propyls H OCF3
44-26 2,2,2-three chloroethyls H H H I H Seven fluorine sec.-propyls Cl CF3
44-27 2,2,2-three chloroethyls H H H CF3 Br Seven fluorine sec.-propyls H CF3
44-28 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl I OCF3
44-29 2,2,2-three chloroethyls H H H Br Me Nine fluoro-2-butyl H CF3
44-30 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl Et CF3
44-31 2,2,2-three chloroethyls H H Cl Br H Seven fluorine sec.-propyls H CF3
[table 216]
Figure BPA00001310061505061
The 45th table (1)
The compound sequence number Q 2 R 1 R 2 X 1 Y 1 Y 2 Y 3 Y 4 Y 5
45-1 2,2,2-three chloroethyls H H H Cl H Seven fluorine sec.-propyls H OCF3
45-2 2,2,2-three chloroethyls H H H Br H Seven fluorine sec.-propyls H CF3
45-3 2,2,2-three chloroethyls H H H CF3 H Seven fluorine sec.-propyls H CF3
45-4 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl H OCF3
45-5 2,2,2-three chloroethyls H H H Cl H Nine fluoro-2-butyl H CF3
45-6 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl H CF3
45-7 2,2,2-three chloroethyls Me H H Br H Seven fluorine sec.-propyls H OCF3
45-8 2,2,2-three chloroethyls Me H H I H Seven fluorine sec.-propyls H CF3
45-9 2,2,2-three chloroethyls Me H H CF3 H Seven fluorine sec.-propyls H CF3
45-10 2,2,2-three chloroethyls Me H H Cl H Nine fluoro-2-butyl H OCF3
45-11 2,2,2-three chloroethyls Me H H Br H Nine fluoro-2-butyl H CF3
45-12 2,2,2-three chloroethyls Me H H CF3 H Nine fluoro-2-butyl H CF3
45-13 2,2,2-three chloroethyls H Me H I H Seven fluorine sec.-propyls H OCF3
45-14 2,2,2-three chloroethyls H Me H Cl H Seven fluorine sec.-propyls H CF3
45-15 2,2,2-three chloroethyls H Me H CF3 H Seven fluorine sec.-propyls H CF3
45-16 2,2,2-three chloroethyls H Me H Br H Nine fluoro-2-butyl H OCF3
45-17 2,2,2-three chloroethyls H Me H I H Nine fluoro-2-butyl H CF3
45-18 2,2,2-three chloroethyls H Me H CF3 H Nine fluoro-2-butyl H CF3
45-19 2,2,2-three chloroethyls Me Me H Cl H Seven fluorine sec.-propyls H OCF3
45-20 2,2,2-three chloroethyls Me Me H Br H Seven fluorine sec.-propyls H CF3
45-21 2,2,2-three chloroethyls Me Me H CF3 H Seven fluorine sec.-propyls H CF3
45-22 2,2,2-three chloroethyls Me Me H I H Nine fluoro-2-butyl H OCF3
45-23 2,2,2-three chloroethyls Me Me H Cl H Nine fluoro-2-butyl H CF3
45-24 2,2,2-three chloroethyls Me Me H CF3 H Nine fluoro-2-butyl H CF3
45-25 2,2,2-three chloroethyls H H H Br F Seven fluorine sec.-propyls H OCF3
45-26 2,2,2-three chloroethyls H H H I H Seven fluorine sec.-propyls Cl CF3
45-27 2,2,2-three chloroethyls H H H CF3 Br Seven fluorine sec.-propyls H CF3
45-28 2,2,2-three chloroethyls H H H I H Nine fluoro-2-butyl I OCF3
45-29 2,2,2-three chloroethyls H H H Br Me Nine fluoro-2-butyl H CF3
45-30 2,2,2-three chloroethyls H H H CF3 H Nine fluoro-2-butyl Et CF3
45-31 2,2,2-three chloroethyls H H Cl Br H Seven fluorine sec.-propyls H CF3
[table 217]
Figure BPA00001310061505071
The 46th table (1)
Figure BPA00001310061505072
Figure BPA00001310061505081
[table 218]
The 46th table (2)
The compound sequence number Q 1 R 1 R 2 A X 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
46-52 Phenyl H Me NH H H Br H Nine fluoro-2-butyl H OCF3
46-53 Phenyl H Me NH H H I H Nine fluoro-2-butyl H CF3
46-54 Phenyl H Me NH H H CF3 H Nine fluoro-2-butyl H CF3
46-55 Phenyl Me Me S H H Cl H Seven fluorine sec.-propyls H OCF3
46-56 Phenyl Me Me S H H Br H Seven fluorine sec.-propyls H CF3
46-57 Phenyl Me Me S H H CF3 H Seven fluorine sec.-propyls H CF3
46-58 Phenyl Me Me S H H I H Nine fluoro-2-butyl H OCF3
46-59 Phenyl Me Me S H H Cl H Nine fluoro-2-butyl H CF3
46-60 Phenyl Me Me S H H CF3 H Nine fluoro-2-butyl H CF3
46-61 Phenyl Me Me O H H Br H Seven fluorine sec.-propyls H OCF3
46-62 Phenyl Me Me O H H I H Seven fluorine sec.-propyls H CF3
46-63 Phenyl Me Me O H H CF3 H Seven fluorine sec.-propyls H CF3
46-64 Phenyl Me Me O H H Cl H Nine fluoro-2-butyl H OCF3
46-65 Phenyl Me Me O H H Br H Nine fluoro-2-butyl H CF3
46-66 Phenyl Me Me O H H CF3 H Nine fluoro-2-butyl H CF3
46-67 Phenyl Me Me NH H H I H Seven fluorine sec.-propyls H OCF3
46-68 Phenyl Me Me NH H H Cl H Seven fluorine sec.-propyls H CF3
46-69 Phenyl Me Me NH H H CF3 H Seven fluorine sec.-propyls H CF3
46-70 Phenyl Me Me NH H H Br H Nine fluoro-2-butyl H OCF3
46-71 Phenyl Me Me NH H H I H Nine fluoro-2-butyl H CF3
46-72 Phenyl Me Me NH H H CF3 H Nine fluoro-2-butyl H CF3
46-73 Phenyl Me H S H H Cl F Seven fluorine sec.-propyls H OCF3
46-74 Phenyl H H S H H Br H Seven fluorine sec.-propyls F CF3
46-75 Phenyl H H S H H CF3 Cl Seven fluorine sec.-propyls H CF3
46-76 Phenyl H H S H H I H Nine fluoro-2-butyl Cl OCF3
46-77 Phenyl H H S H H Cl Br Nine fluoro-2-butyl H CF3
46-78 Phenyl H H S H H CF3 H Nine fluoro-2-butyl Br CF3
46-79 Phenyl H H O H H Br I Seven fluorine sec.-propyls H OCF3
46-80 Phenyl Me H O H H I H Seven fluorine sec.-propyls I CF3
46-81 Phenyl H H O H H CF3 Me Seven fluorine sec.-propyls H CF3
46-82 Phenyl H H O H H Cl H Nine fluoro-2-butyl Me OCF3
46-83 Phenyl H H O H H Br F Nine fluoro-2-butyl F CF3
46-84 Phenyl H H O H H CF3 Cl Nine fluoro-2-butyl Cl CF3
46-85 Phenyl H H NH H H I Br Seven fluorine sec.-propyls Br OCF3
46-86 Phenyl H H NH H H Cl I Seven fluorine sec.-propyls I CF3
46-87 Phenyl Me H NH H H CF3 F Seven fluorine sec.-propyls Me CF3
46-88 Phenyl H H NH H H Br Cl Nine fluoro-2-butyl Me OCF3
46-89 Phenyl H H NH H H I Br Nine fluoro-2-butyl Me CF3
46-90 Phenyl H H NH H H CF3 I Nine fluoro-2-butyl Me CF3
[table 219]
The 47th table (1)
The compound sequence number Q 1 R 1 R 2 A X 1 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
47-1 Phenyl H H S H H Cl H Seven fluorine sec.-propyls H OCF3
47-2 Phenyl H H S H H Br H Seven fluorine sec.-propyls H CF3
47-3 Phenyl H H S H H CF3 H Seven fluorine sec.-propyls H CF3
47-4 Phenyl H H S H H I H Nine fluoro-2-butyl H OCF3
47-5 Phenyl H H S H H Cl H Nine fluoro-2-butyl H CF3
47-6 Phenyl H H S H H CF3 H Nine fluoro-2-butyl H CF3
47-7 Phenyl H H O H H Br H Seven fluorine sec.-propyls H OCF3
47-8 Phenyl H H O H H I H Seven fluorine sec.-propyls H CF3
47-9 Phenyl H H O H H CF3 H Seven fluorine sec.-propyls H CF3
47-10 Phenyl H H O H H Cl H Nine fluoro-2-butyl H OCF3
47-11 Phenyl H H O H H Br H Nine fluoro-2-butyl H CF3
47-12 Phenyl H H O H H CF3 H Nine fluoro-2-butyl H CF3
47-13 Phenyl H H NH H H I H Seven fluorine sec.-propyls H OCF3
47-14 Phenyl H H NH H H Cl H Seven fluorine sec.-propyls H CF3
47-15 Phenyl H H NH H H CF3 H Seven fluorine sec.-propyls H CF3
47-16 Phenyl H H NH H H Br H Nine fluoro-2-butyl H OCF3
47-17 Phenyl H H NH H H I H Nine fluoro-2-butyl H CF3
47-18 Phenyl H H NH H H CF3 H Nine fluoro-2-butyl H CF3
47-19 Phenyl Me H S H H Cl H Seven fluorine sec.-propyls H OCF3
47-20 Phenyl Me H S H H Br H Seven fluorine sec.-propyls H CF3
47-21 Phenyl Me H S H H CF3 H Seven fluorine sec.-propyls H CF3
47-22 Phenyl Me H S H H I H Nine fluoro-2-butyl H OCF3
47-23 Phenyl Me H S H H Cl H Nine fluoro-2-butyl H CF3
47-24 Phenyl Me H S H H CF3 H Nine fluoro-2-butyl H CF3
47-25 Phenyl Me H O H H Br H Seven fluorine sec.-propyls H OCF3
47-26 Phenyl Me H O H H I H Seven fluorine sec.-propyls H CF3
47-27 Phenyl Me H O H H CF3 H Seven fluorine sec.-propyls H CF3
47-28 Phenyl Me H O H H Cl H Nine fluoro-2-butyl H OCF3
47-29 Phenyl Me H O H H Br H Nine fluoro-2-butyl H CF3
47-30 Phenyl Me H O H H CF3 H Nine fluoro-2-butyl H CF3
47-31 Phenyl Me H NH H H I H Seven fluorine sec.-propyls H OCF3
47-32 Phenyl Me H NH H H Cl H Seven fluorine sec.-propyls H CF3
47-33 Phenyl Me H NH H H CF3 H Seven fluorine sec.-propyls H CF3
47-34 Phenyl Me H NH H H Br H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061505111
[table 220]
The 47th table (2)
Figure BPA00001310061505121
[table 221]
Figure BPA00001310061505131
The 48th table (1)
Figure BPA00001310061505132
[table 222]
The 48th table (2)
Figure BPA00001310061505151
[table 223]
The 49th table (1)
The compound sequence number Q 2 R 1 R 2 A X 2 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
49-1 2,2,2-three chloroethyls H H S H H Cl H Seven fluorine sec.-propyls H OCF3
49-2 2,2,2-three chloroethyls H H S H H Br H Seven fluorine sec.-propyls H CF3
49-3 2,2,2-three chloroethyls H H S H H CF3 H Seven fluorine sec.-propyls H CF3
49-4 2,2,2-three chloroethyls H H S H H I H Nine fluoro-2-butyl H OCF3
49-5 2,2,2-three chloroethyls H H S H H Cl H Nine fluoro-2-butyl H CF3
49-6 2,2,2-three chloroethyls H H S H H CF3 H Nine fluoro-2-butyl H CF3
49-7 2,2,2-three chloroethyls H H O H H Br H Seven fluorine sec.-propyls H OCF3
49-8 2,2,2-three chloroethyls H H O H H I H Seven fluorine sec.-propyls H CF3
49-9 2,2,2-three chloroethyls H H O H H CF3 H Seven fluorine sec.-propyls H CF3
49-10 2,2,2-three chloroethyls H H O H H Cl H Nine fluoro-2-butyl H OCF3
49-11 2,2,2-three chloroethyls H H O H H Br H Nine fluoro-2-butyl H CF3
49-12 2,2,2-three chloroethyls H H O H H CF3 H Nine fluoro-2-butyl H CF3
49-13 2,2,2-three chloroethyls H H NH H H I H Seven fluorine sec.-propyls H OCF3
49-14 2,2,2-three chloroethyls H H NH H H Cl H Seven fluorine sec.-propyls H CF3
49-15 2,2,2-three chloroethyls H H NH H H CF3 H Seven fluorine sec.-propyls H CF3
49-16 2,2,2-three chloroethyls H H NH H H Br H Nine fluoro-2-butyl H OCF3
49-17 2,2,2-three chloroethyls H H NH H H I H Nine fluoro-2-butyl H CF3
49-18 2,2,2-three chloroethyls H H NH H H CF3 H Nine fluoro-2-butyl H CF3
49-19 2,2,2-three chloroethyls Me H S H H Cl H Seven fluorine sec.-propyls H OCF3
49-20 2,2,2-three chloroethyls Me H S H H Br H Seven fluorine sec.-propyls H CF3
49-21 2,2,2-three chloroethyls Me H S H H CF3 H Seven fluorine sec.-propyls H CF3
49-22 2,2,2-three chloroethyls Me H S H H I H Nine fluoro-2-butyl H OCF3
49-23 2,2,2-three chloroethyls Me H S H H Cl H Nine fluoro-2-butyl H CF3
49-24 2,2,2-three chloroethyls Me H S H H CF3 H Nine fluoro-2-butyl H CF3
49-25 2,2,2-three chloroethyls Me H O H H Br H Seven fluorine sec.-propyls H OCF3
49-26 2,2,2-three chloroethyls Me H O H H I H Seven fluorine sec.-propyls H CF3
49-27 2,2,2-three chloroethyls Me H O H H CF3 H Seven fluorine sec.-propyls H CF3
49-28 2,2,2-three chloroethyls Me H O H H Cl H Nine fluoro-2-butyl H OCF3
49-29 2,2,2-three chloroethyls Me H O H H Br H Nine fluoro-2-butyl H CF3
49-30 2,2,2-three chloroethyls Me H O H H CF3 H Nine fluoro-2-butyl H CF3
49-31 2,2,2-three chloroethyls Me H NH H H I H Seven fluorine sec.-propyls H OCF3
49-32 2,2,2-three chloroethyls Me H NH H H Cl H Seven fluorine sec.-propyls H CF3
49-33 2,2,2-three chloroethyls Me H NH H H CF3 H Seven fluorine sec.-propyls H CF3
49-34 2,2,2-three chloroethyls Me H NH H H Br H Nine fluoro-2-butyl H OCF3
49-35 2,2,2-three chloroethyls Me H NH H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061505171
[table 224]
The 49th table (2)
Figure BPA00001310061505181
[table 225]
Figure BPA00001310061505191
The 50th table (1)
The compound sequence number Q 2 R 1 R 2 A X 1 X 3 Y 1 Y 2 Y 3 Y 4 Y 5
50-1 2,2,2-three chloroethyls H H S H H Cl H Seven fluorine sec.-propyls H OCF3
50-2 2,2,2-three chloroethyls H H S H H Br H Seven fluorine sec.-propyls H CF3
50-3 2,2,2-three chloroethyls H H S H H CF3 H Seven fluorine sec.-propyls H CF3
50-4 2,2,2-three chloroethyls H H S H H I H Nine fluoro-2-butyl H OCF3
50-5 2,2,2-three chloroethyls H H S H H Cl H Nine fluoro-2-butyl H CF3
50-6 2,2,2-three chloroethyls H H S H H CF3 H Nine fluoro-2-butyl H CF3
50-7 2,2,2-three chloroethyls H H O H H Br H Seven fluorine sec.-propyls H OCF3
50-8 2,2,2-three chloroethyls H H O H H I H Seven fluorine sec.-propyls H CF3
50-9 2,2,2-three chloroethyls H H O H H CF3 H Seven fluorine sec.-propyls H CF3
50-10 2,2,2-three chloroethyls H H O H H Cl H Nine fluoro-2-butyl H OCF3
50-11 2,2,2-three chloroethyls H H O H H Br H Nine fluoro-2-butyl H CF3
50-12 2,2,2-three chloroethyls H H O H H CF3 H Nine fluoro-2-butyl H CF3
50-13 2,2,2-three chloroethyls H H NH H H I H Seven fluorine sec.-propyls H OCF3
50-14 2,2,2-three chloroethyls H H NH H H Cl H Seven fluorine sec.-propyls H CF3
50-15 2,2,2-three chloroethyls H H NH H H CF3 H Seven fluorine sec.-propyls H CF3
50-16 2,2,2-three chloroethyls H H NH H H Br H Nine fluoro-2-butyl H OCF3
50-17 2,2,2-three chloroethyls H H NH H H I H Nine fluoro-2-butyl H CF3
50-18 2,2,2-three chloroethyls H H NH H H CF3 H Nine fluoro-2-butyl H CF3
50-19 2,2,2-three chloroethyls Me H S H H Cl H Seven fluorine sec.-propyls H OCF3
50-20 2,2,2-three chloroethyls Me H S H H Br H Seven fluorine sec.-propyls H CF3
50-21 2,2,2-three chloroethyls Me H S H H CF3 H Seven fluorine sec.-propyls H CF3
50-22 2,2,2-three chloroethyls Me H S H H I H Nine fluoro-2-butyl H OCF3
50-23 2,2,2-three chloroethyls Me H S H H Cl H Nine fluoro-2-butyl H CF3
50-24 2,2,2-three chloroethyls Me H S H H CF3 H Nine fluoro-2-butyl H CF3
50-25 2,2,2-three chloroethyls Me H O H H Br H Seven fluorine sec.-propyls H OCF3
50-26 2,2,2-three chloroethyls Me H O H H I H Seven fluorine sec.-propyls H CF3
50-27 2,2,2-three chloroethyls Me H O H H CF3 H Seven fluorine sec.-propyls H CF3
50-28 2,2,2-three chloroethyls Me H O H H Cl H Nine fluoro-2-butyl H OCF3
50-29 2,2,2-three chloroethyls Me H O H H Br H Nine fluoro-2-butyl H CF3
50-30 2,2,2-three chloroethyls Me H O H H CF3 H Nine fluoro-2-butyl H CF3
50-31 2,2,2-three chloroethyls Me H NH H H I H Seven fluorine sec.-propyls H OCF3
50-32 2,2,2-three chloroethyls Me H NH H H Cl H Seven fluorine sec.-propyls H CF3
50-33 2,2,2-three chloroethyls Me H NH H H CF3 H Seven fluorine sec.-propyls H CF3
50-34 2,2,2-three chloroethyls Me H NH H H Br H Nine fluoro-2-butyl H OCF3
Figure BPA00001310061505201
[table 226]
The 50th table (2)
Figure BPA00001310061505211
[table 227]
Figure BPA00001310061505221
The 51st table (1)
The compound sequence number Q 2 R 1 R 2 A X 1 X 2 Y 1 Y 2 Y 3 Y 4 Y 5
51-1 2,2,2-three chloroethyls H H S H H Cl H Seven fluorine sec.-propyls H OCF3
51-2 2,2,2-three chloroethyls H H S H H Br H Seven fluorine sec.-propyls H CF3
51-3 2,2,2-three chloroethyls H H S H H CF3 H Seven fluorine sec.-propyls H CF3
51-4 2,2,2-three chloroethyls H H S H H I H Nine fluoro-2-butyl H OCF3
51-5 2,2,2-three chloroethyls H H S H H Cl H Nine fluoro-2-butyl H CF3
51-6 2,2,2-three chloroethyls H H S H H CF3 H Nine fluoro-2-butyl H CF3
51-7 2,2,2-three chloroethyls H H O H H Br H Seven fluorine sec.-propyls H OCF3
51-8 2,2,2-three chloroethyls H H O H H I H Seven fluorine sec.-propyls H CF3
51-9 2,2,2-three chloroethyls H H O H H CF3 H Seven fluorine sec.-propyls H CF3
51-10 2,2,2-three chloroethyls H H O H H Cl H Nine fluoro-2-butyl H OCF3
51-11 2,2,2-three chloroethyls H H O H H Br H Nine fluoro-2-butyl H CF3
51-12 2,2,2-three chloroethyls H H O H H CF3 H Nine fluoro-2-butyl H CF3
51-13 2,2,2-three chloroethyls H H NH H H I H Seven fluorine sec.-propyls H OCF3
51-14 2,2,2-three chloroethyls H H NH H H Cl H Seven fluorine sec.-propyls H CF3
51-15 2,2,2-three chloroethyls H H NH H H CF3 H Seven fluorine sec.-propyls H CF3
51-16 2,2,2-three chloroethyls H H NH H H Br H Nine fluoro-2-butyl H OCF3
51-17 2,2,2-three chloroethyls H H NH H H I H Nine fluoro-2-butyl H CF3
51-18 2,2,2-three chloroethyls H H NH H H CF3 H Nine fluoro-2-butyl H CF3
51-19 2,2,2-three chloroethyls Me H S H H Cl H Seven fluorine sec.-propyls H OCF3
51-20 2,2,2-three chloroethyls Me H S H H Br H Seven fluorine sec.-propyls H CF3
51-21 2,2,2-three chloroethyls Me H S H H CF3 H Seven fluorine sec.-propyls H CF3
51-22 2,2,2-three chloroethyls Me H S H H I H Nine fluoro-2-butyl H OCF3
51-23 2,2,2-three chloroethyls Me H S H H Cl H Nine fluoro-2-butyl H CF3
51-24 2,2,2-three chloroethyls Me H S H H CF3 H Nine fluoro-2-butyl H CF3
51-25 2,2,2-three chloroethyls Me H O H H Br H Seven fluorine sec.-propyls H OCF3
51-26 2,2,2-three chloroethyls Me H O H H I H Seven fluorine sec.-propyls H CF3
51-27 2,2,2-three chloroethyls Me H O H H CF3 H Seven fluorine sec.-propyls H CF3
51-28 2,2,2-three chloroethyls Me H O H H Cl H Nine fluoro-2-butyl H OCF3
51-29 2,2,2-three chloroethyls Me H O H H Br H Nine fluoro-2-butyl H CF3
51-30 2,2,2-three chloroethyls Me H O H H CF3 H Nine fluoro-2-butyl H CF3
51-31 2,2,2-three chloroethyls Me H NH H H I H Seven fluorine sec.-propyls H OCF3
51-32 2,2,2-three chloroethyls Me H NH H H Cl H Seven fluorine sec.-propyls H CF3
51-33 2,2,2-three chloroethyls Me H NH H H CF3 H Seven fluorine sec.-propyls H CF3
51-34 2,2,2-three chloroethyls Me H NH H H Br H Nine fluoro-2-butyl H OCF3
51-35 2,2,2-three chloroethyls Me H NH H H I H Nine fluoro-2-butyl H CF3
Figure BPA00001310061505231
[table 228]
The 51st table (2)
The compound sequence number Q 2 R 1 R 2 A X 1 X 2 Y 1 Y 2 Y 3 Y 4 Y 5
51-52 2,2,2-three chloroethyls H Me NH H H Br H Nine fluoro-2-butyl H OCF3
51-53 2,2,2-three chloroethyls H Me NH H H I H Nine fluoro-2-butyl H CF3
51-54 2,2,2-three chloroethyls H Me NH H H CF3 H Nine fluoro-2-butyl H CF3
51-55 2,2,2-three chloroethyls Me Me S H H Cl H Seven fluorine sec.-propyls H OCF3
51-56 2,2,2-three chloroethyls Me Me S H H Br H Seven fluorine sec.-propyls H CF3
51-57 2,2,2-three chloroethyls Me Me S H H CF3 H Seven fluorine sec.-propyls H CF3
51-58 2,2,2-three chloroethyls Me Me S H H I H Nine fluoro-2-butyl H OCF3
51-59 2,2,2-three chloroethyls Me Me S H H Cl H Nine fluoro-2-butyl H CF3
51-60 2,2,2-three chloroethyls Me Me S H H CF3 H Nine fluoro-2-butyl H CF3
51-61 2,2,2-three chloroethyls Me Me O H H Br H Seven fluorine sec.-propyls H OCF3
51-62 2,2,2-three chloroethyls Me Me O H H I H Seven fluorine sec.-propyls H CF3
51-63 2,2,2-three chloroethyls Me Me O H H CF3 H Seven fluorine sec.-propyls H CF3
51-64 2,2,2-three chloroethyls Me Me O H H C?l H Nine fluoro-2-butyl H OCF3
51-65 2,2,2-three chloroethyls Me Me O H H Br H Nine fluoro-2-butyl H CF3
51-66 2,2,2-three chloroethyls Me Me O H H CF3 H Nine fluoro-2-butyl H CF3
51-67 2,2,2-three chloroethyls Me Me NH H H I H Seven fluorine sec.-propyls H OCF3
51-68 2,2,2-three chloroethyls Me Me NH H H Cl H Seven fluorine sec.-propyls H CF3
51-69 2,2,2-three chloroethyls Me Me NH H H CF3 H Seven fluorine sec.-propyls H CF3
51-70 2,2,2-three chloroethyls Me Me NH H H Br H Nine fluoro-2-butyl H OCF3
51-71 2,2,2-three chloroethyls Me Me NH H H I H Nine fluoro-2-butyl H CF3
51-72 2,2,2-three chloroethyls Me Me NH H H CF3 H Nine fluoro-2-butyl H CF3
51-73 2,2,2-three chloroethyls Me H S H H Cl F Seven fluorine sec.-propyls H OCF3
51-74 2,2,2-three chloroethyls H H S H H Br H Seven fluorine sec.-propyls F CF3
51-75 2,2,2-three chloroethyls H H S H H CF3 Cl Seven fluorine sec.-propyls H CF3
51-76 2,2,2-three chloroethyls H H S H H I H Nine fluoro-2-butyl Cl OCF3
51-77 2,2,2-three chloroethyls H H S H H Cl Br Nine fluoro-2-butyl H CF3
51-78 2,2,2-three chloroethyls H H S H H CF3 H Nine fluoro-2-butyl Br CF3
51-79 2,2,2-three chloroethyls H H O H H Br I Seven fluorine sec.-propyls H OCF3
51-80 2,2,2-three chloroethyls Me H O H H I H Seven fluorine sec.-propyls I CF3
51-81 2,2,2-three chloroethyls H H O H H CF3 Me Seven fluorine sec.-propyls H CF3
51-82 2,2,2-three chloroethyls H H O H H Cl H Nine fluoro-2-butyl Me OCF3
51-83 2,2,2-three chloroethyls H H O H H Br F Nine fluoro-2-butyl F CF3
51-84 2,2,2-three chloroethyls H H O H H CF3 Cl Nine fluoro-2-butyl Cl CF3
51-85 2,2,2-three chloroethyls H H NH H H I Br Seven fluorine sec.-propyls Br OCF3
51-86 2,2,2-three chloroethyls H H NH H H Cl I Seven fluorine sec.-propyls I CF3
51-87 2,2,2-three chloroethyls Me H NH H H CF3 F Seven fluorine sec.-propyls Me CF3
51-88 2,2,2-three chloroethyls H H NH H H Br Cl Nine fluoro-2-butyl Me OCF3
51-89 2,2,2-three chloroethyls H H NH H H I Br Nine fluoro-2-butyl Me CF3
51-90 2,2,2-three chloroethyls H H NH H H CF3 I Nine fluoro-2-butyl Me CF3
Below, provide the physics value of the representation compound of amide derivatives of the present invention in the 52nd table.Shown here 1The value that the H-NMR chemical displacement value then obtains as internal standard substance matter for the use tetramethylsilane unless otherwise specified.
[table 229]
The 52nd table (1)
Figure BPA00001310061505251
[table 230]
The 52nd table (2)
Figure BPA00001310061505261
[table 231]
The 52nd table (3)
Figure BPA00001310061505271
[table 232]
The 52nd table (4)
Figure BPA00001310061505281
[table 233]
The 52nd table (5)
Figure BPA00001310061505291
[table 234]
The 52nd table (6)
Figure BPA00001310061505301
[table 235]
The 52nd table (7)
Figure BPA00001310061505311
[table 236]
The 52nd table (8)
Figure BPA00001310061505321
[table 237]
The 52nd table (9)
Figure BPA00001310061505331
[table 238]
The 52nd table (10)
Figure BPA00001310061505341
[table 239]
The 52nd table (11)
Figure BPA00001310061505351
[table 240]
The 52nd table (12)
Figure BPA00001310061505361
[table 241]
The 52nd table (13)
Figure BPA00001310061505371
[table 242]
The 52nd table (14)
Figure BPA00001310061505381
[table 243]
The 52nd table (15)
Figure BPA00001310061505391
[table 244]
The 52nd table (16)
Figure BPA00001310061505401
[table 245]
The 52nd table (17)
Figure BPA00001310061505411
[table 246]
The 52nd table (18)
Figure BPA00001310061505421
[table 247]
The 52nd table (19)
Figure BPA00001310061505431
Contain The compounds of this invention and can prevent and kill off following insect effectively with lower concentration: the various Agricultural pests that endanger agricultural garden crop and trees etc. as the noxious organism control agent of effective constituent, people's such as house living environment is brought dysgenic sanitary insect pest, the grain storage pest of the cereal that stores in the harm warehouse etc., the insects of the timber food insect of timber such as harm buildings etc., and under kindred circumstances, take place, and the mite class that endangers, crustaceans, mollusk, harmful organism arbitrarily in the threadworms.
The insects that can use The compounds of this invention to prevent and kill off; The mite class; Crustaceans; Mollusk and threadworms; Particularly for example can enumerate following substances, but be not limited thereto:tea Ji leaf roller (Adoxophyes honmai); Tea olethreutid (Adoxophyes orana faciata); The yellow volume of pears moth (Archips breviplicanus); The little moth of apple moth (Grapholita inopinata); Random line apple skin worm (Archips fuscocupreanus); Oriental fruit months (Grapholita molesta); The long leaf roller of tea (Choristoneura magnanima); Eating-core bean worm (Leguminivora glycinivorella); Mulberry tree leaf roller (Olethreutes mori); The thin moth of apple leaf roll (Caloptilia zachrysa); Peach Eucosmaspp (Argyresthia conjugella); The thin moth of pears (Spulerrina astaurota); Beans steinernema (Matsumuraeses phaseoli); The brown leaf roller of apple (Pandemis heparana); Pears ermine moth (Bucculatrix pyrivorella); Apple leaf miner (Lyonetia clerkella); Peach fruit moth (Carposina niponensis); Crazing lyonetid (Lyonetia prunifoliella malinella); The thin moth of tea (Caloptilia theivora); The little thin moth (Phyllonorycter ringoniella) of diving of gold line; Oranges and tangerines leaf lyonetid (Phyllocnistis citrella); Green onion diamond-back moth (Acrolepiopsis sapporensis); The pseudo-diamond-back moth (Acrolepiopsis suzukiella) of sweet potato; Small cabbage moth (Plutella xylostella); Persimmon is lifted limb moth (Stathmopoda masinissa); Sweet potato sun gelechiid (Helcystogramma triannulella); Pectinophora gossypiella (Pectinophora gossypiella); Peach fruit moth (Carposina sasakii); Striped rice borer (Chilo suppressalis); Cnaphalocrocis medinali (rice leaf roller) (Cnaphalocrocis medinalis); Cacac moth (Ephestia elutella); Dichocrocis punctiferalis (Conogethes punctiferalis); The wild snout moth's larva (Diaphania indica) of melon thin, tough silk; Beanpod phycitid (Etiella zinckenella); The wild snout moth's larva (Glyphodes pyloalis) of mulberry thin, tough silk; Some snout moth's larvas (Scirpophaga incertulas); Oeobia undalis (Hellula undalis); Ostrinia furnacalis (Ostrinia furnacalis); The wild snout moth's larva (Ostrinia scapulalis) of beans stalk; Crambid (Parapediasia teterrella); Rice hesperiidae (Parnara guttata); Large white butterfly (Pieris brassicae); Cabbage butterfly (Pieris rapae crucivora); Papilio xuthus Linnaeus (Papilio xuthus); Big bridging worm (Ascotis selenaria); Soybean noctuid (Pseudoplusia includens); Euproctis pseudoconspersa (Euproctis pseudoconspersa); Gypsymoth (Lymantria dispar); Revolve orgyia antiqua (Orgyia thyellina); Autumn curtain moth (Hyphantria cunea); Peculiar prestige moths attracted by lamplight (Lemyra imparilis); Withered leaf noctuid (Adris tyrannus); Hickie is tired of noctuid (Aedia leucomelas); Ball dish noctuid (Agrotis ipsilon); Turnip noctuid (Agrotis segetum); Stain three-spotted phytometra (Autographa nigrisigna); Three-spotted phytometra (Ctenoplusia agnata); Codling moth (Cydla pomonella); Bollworm (Helicoverpa armigera); Tobacco budworm (Helicoverpa assulta); The real noctuid (Helicoverpa zea) of paddy; Heliothis virescens (Heliothis virescens); Pyrausta nubilalis (Hubern). (Ostrinia nubilalis); Lopper worm (Mamestra brassicae); Mythimna separata (Mythimna separata); Sesamia inferens (Sesamia inferens); Rice green caterpillar (Naranga aenescens); South spodoptera (Spodoptera eridania); Beet armyworm (Spodoptera exigua); Noctuid (Spodoptera frugiperda) is coveted on the meadow; Sea spodoptera (Spodoptera littoralis); Prodenia litura (Spodoptera litura); Light sword line spodoptera (Spodoptera depravata); Cabbage looper (Trichoplusia ni); Grape certain kind of berries fruit moth (Endopiza viteana); Tomato hawkmoth (Manduca quinquemaculata); Maduca sexta lepidopterous insects such as (Manduca sexta);
Grape Ah jassids (Arboridia apicalis), black chest two Room leafhopper (Balclutha saltuella), 2 cicadellids (Epiacanthus stramineus), broad bean Empoasca spp (Empoasca fabae), Empoasca nipponica, pass through smaller green leaf hopper (Empoasca onukii) greatly, plate well smaller green leaf hopper (Empoasca sakaii), Macrosteles striifrons, rice green leafhopper (Nephotettix cinctinceps), Psuedatomoscelis seriatus, small brown rice planthopper (Laodelphax striatella), brown paddy plant hopper (Nilaparvata lugens), white backed planthopper (Sogatella furcifera), oranges and tangerines wood louse (Diaphorina citri), pear sucker (Psylla pyrisuga), citrus spiny white fly (Aleurocanthus spiniferus), Bemisia argentifolii (Bemisia argentifolii), tobacco aleyrodid (Bemisia tabaci), oranges and tangerines aleyrodid (Dialeurodes citri), Trialeurodes vaporariorum Westwood (Trialeurodes vaporariorum), grape white fly (Trialeurodes vittata) (Aleurolobus taonabae), grape phylloxera (Viteus vitifolii), radish aphid (Lipaphis erysimi), cotten aphid (Aphis gossypii), spiraea aphid (Aphis spiraecola), black peach aphid (Myzus persicae), black citrus aphid (Toxoptera aurantii), giant mealy bug (Drosicha corpulenta), icerya purchasi (Icerya purchasi), the continuous mealybug (Phenacoccus solani) of short-tube lycoris, citrus giant coccid (Pulvinaria aurantii), tangerine stern line mealybug (Planococcus citri), citrus circle scale insect (Pseudaonidia duplex), rattan stern line mealybug (Planococcus kuraunhiae), Kang Shi powder scale insect (Pseudococcus comstocki), pears circle scale insect (Comstockaspis perniciosa), ceroplastes (Ceroplastes ceriferus), ceroplastes rubens (Ceroplastes rubens), California red scale (Aonidiella aurantii), tea place shield scale insect (Fiorinia theae), tree peony net armored scale (Pseudaonidia paeoniae), white mulberry scale (Pseudaulacaspis pentagona), the white a red-spotted lizard of plum (Pseudaulacaspis prunicola), winged euonymus is sloughed off armored scale (Unaspis euonymi), arrowhead scale (Unaspis yanonensis), bed bug (Cimex lectularius), spot palpus stinkbug (Dolycoris baccarum), wrinkle cabbage bug (Eurydema rugosum), north two star stinkbugs (Eysarcoris aeneus), Japan two star stinkbugs (Eysarcoris lewisi), black abdomen stinkbug (Eysarcoris ventralis), blue or green stinkbug (Glaucias subpunctatus), tea wing stinkbug (Halyomorpha halys), black palpus green rice stinkbug (Nezara antennata), Nezara viridula smaragdula Fabricius. (Nezara viridula), ancient piece of jade, round, flat and with a hole in its centre stinkbug (Piezodorus hybneri), amber stinkbug (Plautia crossota), scotinophora lurida (Scotinophora lurida), rice spiny coreid (Cletus punctiger), China's Leptocorisa spp (Leptocorisa chinensis), rod honeybee coried (Riptortus clavatus), Radix Dauci Sativae coried (Rhopalus msculatus), sugarcane chinch bug (Cavelerius saccharivorus), cucurbit chinch bug (Togo hemipterus), red cotton bug (Dysdercus cingulatus), cuckoo hat lace bug (Stephanitis pyrioides), Halticus insularis, America tarnished plant bug (Lygus lineolaris), the narrow fleahopper in siberian (Stenodema sibiricum), red fine fleahopper (Stenotus rubrovittatus), rice leaf insect hemipterans such as (Trigonotylus caelestialium);
Bronze different beetle (Anomala cuprea), Ji cockchafer (Anomala rufocuprea), little blue and white cockchafer (Gametis jucunda), pitch seven cheek cockchafers (Heptophylla picea), beans cockchafer (Popillia japonica), colorado potato beetles (Lepinotarsa decemlineata), mexican bean ladybird (Epilachna varivestis), Ipomoea batatas comb pawl click beetle (Melanotus fortnumi), multitudinous comb pawl Pleonomus (Melanotus tamsuyensis), cigarette beetle (Lasioderma serricorne), Lyctus brunneus Stephens (Lyctusbrunneus), blastophagus piniperda (Tomicus piniperda), lesser grain borer (Rhizopertha dominica), Epuraea domina, mexican bean ladybird (Epilachna varivestis), potato ladybug (Epilachna vigntioctopunctata), tenebrio molitor (Tenebrio molitor), red flour beetle (Tribolium castaneum), longicorn beetle (Anoplophora malasiaca), Monochamus alternatus (Monochamus alternatus), yellow star longicorn (Psacothea hilaris), grape borer (Xylotrechus pyrrhoderus) (Xylotrechus pyrrhoderus), Callosobruchus chinensis (Callosobruchus chinensis), aulacophora femoralis (Aulacophora femoralis), rice leaf beetles (Oulema oryzae) Chard dish flea beetle (Chaetocnema concinna), cucumber point chrysomelid (Diabrotica undecimpunctata), corn root leaf A (Diabrotica virgifera), north corn rootworm (Diabrotica barberi), yellow bar leaf flea (Phyllotreta striolata), the narrow chest flea beetle of eggplant (Psylliodes angusticollis), peach real image (Rhynchites heros), cylas formicarius (Cylas formicarius), Mexico's cotton boll resembles (Anthonomus grandis), rice resembles (Echinocnemus squameus), west India sweet potato resembles (Euscepes postfasciatus), alfalfa leaf resembles (Hypera postica), rice water weevil (Lissohoptrus oryzophilus), vine black ear beak resembles (Otiorhynchus sulcatus), grain weevil (Sitophilus granarius), sitophilus zea-mais (Sitophilus zeamais), Sphenophorus venatus vestitus, blue or green wing rove beetle coleopterons such as (Paederus fuscipes);
Total homopterous insect such as flower thrips (Frankliniella intonsa), golden thistle horse (Thrips flavus), west flower thrips (Frankliniella occidentalis), greenhouse thrips (Heliothrips haemorrhoidalis), tea golden thistle horse (Scirtothrips dorsalis), southern golden thistle horse (Thrips palmi), onion thrips (Thrips tabaci), Ponticulothrips diospyrosi,
Asphondylia yushimai, wheat midge (Sitodiplosis mosellana), melon trypetid (Bactrocera cucurbitae), citrus fruit fly (Bactrocera dorsalis), Mediterranean fruitfly (Ceratitis capitata), hydrellia griseola (Hydrellia griseola), cherry fruit bat (Drosophila suzukii), rice stem maggot (Agromyza oryzae), the color fly (Chromatomyia horticola) of diving of pea, tomato liriomyza bryoniae (Liriomyza bryoniae), green onion liriomyza bryoniae (Liriomyza chinensis), vegetables liriomyza bryoniae (Liriomyza sativae), African chrysanthemum liriomyza bryoniae (Liriomyza trifolii), delia platura (Delia platura), onion fly (Delia antique), Xiao lamb's-quarters spring fly (Pegomya cunicularia), Rhagoletis pomonella (Rhagoletis pomonella), wheat cecidomyiia (Mayetiola destructor), housefly (Musca domestica), tatukira (Stomoxys calcitrans), sheep hippoboscid (Melophagus ovinus), bomb fly (Hypoderma bovis), heel fly (Hypoderma lineatum), Oestrus ovis (Oestrus ovis), glossina morsitans (Glossina palpalis, Glossina morsitans), Prosimulium yezoensis, horsefly (Tabanus trigonus), hickie moth buffalo gnat (Telmatoscopus albipunctatus), Leptoconops nipponensis, culex pipiens pollens (Culex pipiens pallens), Aedes Aegypti (Aedes aegypti), Asia tiger mosquito (Aedes albopicutus), dipteral insects such as Anopheles hyracanus sinesis;
Apethymus kuri, Xinjiang cabbage sawfly (Athalia rosae), rose three joint sawflies (Arge pagana), pine and cypress Neodiprion spp (Neodiprion sertifer), Chinese chestnut cynipid (Dryocosmus kuriphilus), army antenna (Eciton burchelli, Eciton schmitti), Japanese hunchbacked ant (Camponotus japonicus), Vespa magnifiac (Sonan). (Vespa mandarina), bull ant (Myrmecia spp.), red fire ant class (Solenopsis spp.), little red ant hymenopterans such as (Monomorium pharaonis),
Yellow face oily calabash (Teleogryllus emma), east mole cricket (Gryllotalpa orientalis), migratory locusts (Locusta migratoria), rice grasshopper (Oxya yezoensis), desert locust orthopterans such as (Schistocerca gregaria),
The white Onychiurus arcticus of dish (Onychiurus folsomi), arctic Onychiurus arcticus (Onychiurus sibiricus), yellow star sminthurid Chaetonotoidea insects such as (Bourletiella hortensis),
Peroplaneta fluligginosa (Periplaneta fuliginosa), the big Lian (Periplaneta japonica) of Japan, Groton bug (Blattella germanica), the non-Lian in America (Periplaneta Americana), etc. the Dictyoptera insect,
Taiwan formosanes (Coptotermes formosanus), the northern reticulitermes flavipe that dwells (Reticulitermes speratus), blackwing subterranean isoptera insects such as (Odontotermes formosanus),
Cat flea (Ctenocephalidae felis), dog flea (Ctenocephalides canis), chicken flea (Echidnophaga gallinacea), Pulex irritans (Pulex irritans), Xanthopsyllacheopis isoptera insects such as (Xenopsylla cheopis),
Corpus luteum poultry louse (Menacanthus stramineus), ox bird lice Mallophaga insects such as (Bovicola bovis),
Ox louse (Haematopinus eurysternus), haematopinus suis (Haematopinus suis), Linognathus vituli (Linognathus vituli), solenoptes capillatus Anoplura insects such as (Solenopotes capillatus),
Primrose herbivore mite (Phytonemus pallidus), Polyphagotarsonemus latus Banks (Polyphagotarsonemus latus), double leaf tarsonemid mite dust mite classes such as (Tarsonemus bilobatus),
Penthaleus erythrocephalus, wheat leaf pawl mite (Penthaleus major) etc. walk the mite class,
Zhen Kaji unguiculus mite (Oligonychus shinkajii), panonychus citri (Panonychus citri), mulberry Panonychus citri (Panonychus mori), panonychus ulmi (Panonychus ulmi), kamisawa tetranychus (Tetranychus kanzawai), T.urticae Koch spider mite kinds such as (Tetranychus urticae),
Tea point leaf segment tick (Acaphylla theavagrans), turmeric goitre mite (Aceria tulipae), tomato peronium goitre mite (Aculops lycopersici), tangerine peronium goitre mite (Aculops pelekassi), Si Shi thorn goitre mite (Aculus schlechtendali), Eriophyes chibaensis, tangerine wrinkle leaf Aculus goitre mite classes such as (Phyllocoptruta oleivora),
Luo Bingen mite (Rhizoglyphus robini), the corrosion junket mite (Tyrophagus putrescentiae), seemingly eat junket mite flour mite classes such as (Tyrophagus similis),
Ya Shi watt of mite watt mite classes such as (Varroa jacobsoni),
Boophilus microplus (Boophilus microplus), brown dog tick (Rhipicephalus sanguineus), haemaphysalis longicornis (Haemaphysalis longicornis), haemaphysalis flava (Haemophysalis flava), haemaphysalis campanulata (Haemophysalis campanulata), ixodes ovatus (Ixodes ovatus), ixodes persulcatus (Ixodes persulcatus), flower tick (Amblyomma spp.), leather tick tick classes such as (Dermacentor spp.),
Dog Ji chela mite (Cheyletiella yasguri), cat Ji chela mite cheyletid mite classes such as (Cheyletiella blakei),
Dog demodicid mite (Demodex canis), cat demodicid mite demodicid mite classes such as (Demodex cati),
Sheep itch mite itch mite classes such as (Psoroptes ovis),
Itch mite (Sarcoptes scabiei), cat back of the body anus mite (Notoedres cati), knee mite itch mite classes such as (Knemidocoptes spp.),
Armadillidum vulgare crustaceans such as (Armadillidium vulgare),
Fushou spiral shell (Pomacea canaliculata), African Snail (Achatina fulica), two-wire slug (Meghimatium bilineatum), Limax Valentiana, snail (Acusta despecta sieboldiana), Japanese soil snail snailss such as (Euhadra peliomphala),
Coffee Pratylenchidae (Prathylenchus coffeae), Cobb root (Prathylenchus penetrans), wounded or disabled Pratylenchidae (Prathylenchus vulnus), globodera rostochiensis (Globodera rostochiensis), soybean Cyst nematode (Heterodera glycines), north root knot nematode (Meloidogyne hapla), Meloidogyne incognita (Meloidogyne incognita), aphelenchoides besseyi (Aphelenchoides besseyi), pine wood nematode threadwormss such as (Bursaphelenchus xylophilus) etc.
As the noxious organism control agent of effective constituent above-mentioned harmful crops of infringement wet crop, dry crop, fruit tree, vegetables, other crops and flowers etc. had significant preventive effect with The compounds of this invention, therefore take place according to prediction the period of harmful organism, before harmful organism is taken place or confirm moment of generation harmful organism, paddy field water, cauline leaf or soil to paddy field, dry land, fruit tree, vegetables, other crops, flowers etc. are handled, and can access the effect as noxious organism control agent of the present invention thus.
As the noxious organism control agent of effective constituent the grain storage pest that produces etc. had significant preventive effect with The compounds of this invention in the harvesting product is preserved.That is, in order to The compounds of this invention as the noxious organism control agent of effective constituent to the place of retention of harvesting product or harvesting product spray, smear, be coated with, dipping, powder clothing, stifling fumigation or pressurization are injected etc., and results backs (postharvest) handle gets final product.
In addition, will be applicable to plant seed as the noxious organism control agent of effective constituent, and can prevent thus by the caused infringement of the insect that produces in the plant after planting with The compounds of this invention.Promptly, will be as the noxious organism control agent of effective constituent directly or suitably dilution or such as water so that its outstanding turbid form with The compounds of this invention, with the significant quantity of prevent and kill off insect pests to plant seed spray, smear, processing such as dipping or powder clothing, The compounds of this invention is contacted with plant seed gets final product.
So-called plant seed, be meant store plant seedlings germinate required nutritive ingredient, on agricultural, be used to the material of breeding.For example, can enumerate the kind ball etc. of the napiform root such as kind taro, edible lily, turmeric of the seed of corn, soybean, red bean, cotton, paddy rice, sugar beet, wheat, barley, Sunflower Receptacle, tomato, cucumber, eggplant, spinach, Kidney bean, pumpkin, sugarcane, tobacco leaf, sweet green pepper and Canadian rape etc. or taro, potato, sweet potato, Betel Ze etc. or Chinese onion etc.
As the noxious organism control agent of effective constituent Diptera pest (culex pipiens pollens, player whose turn comes next mosquito, midge, housefly, butterfly fly, horsefly etc.), guiding principle wing order insect sanitary insect pests such as (Groton bug, Peroplaneta fluligginosa, the non-Lian in America etc.) had significant preventive effect with The compounds of this invention.
As the noxious organism control agent of effective constituent termite, Lyctus brunneus Stephens, lesser grain borer, death watch beetle, longicorn timber such as (Cerambycidae) are eaten insect with The compounds of this invention and have significant preventive effect, by the timber of soil or buildings etc. is handled, can prevent and kill off above-mentioned timber food insect.
The compounds of this invention shows preventive effect to various harmful organisms; demonstrate the effect of the useful crop of protection; simultaneously demonstrate preventive effect, therefore have and make the effect of huge contribution reducing carrying capacity of environment as sterilant or acaricidal excellence with low medication amount.And The compounds of this invention also can show excellent preventive effect by mixing with other insecticide for agricultural or horticultural use, miticide, nematocides, sterilant, weedicide, plant-growth regulator, biological pesticide etc. to use.
When using The compounds of this invention, usually can mix with suitable solid carrier or liquid vehicle, and then add tensio-active agent as required, penetrant, spreader-sticker (spreader), thickening material, frostproofer, tackiness agent, anti-hard caking agent, disintegrating agent, defoamer, sanitas and decomposition prevent agent etc., make following formulation arbitrarily and be used for practicality, described formulation is solution (soluble concentrate), emulsion (emulsifiable concentrate), wettable powder (wettable powder), water solvent (water soluble powder), water dispersion granule (water dispersible granule), water-soluble granular formulation (water soluble granule), clouding agent (suspension concentrate), emulsifiable concentrate (concentrated emulsion), suspension emulsion (suspoemulsion), micro emulsion (microemulsion), pulvis (dustable powder), granule (granule) tablet (tablet) and emulsifying property gelifying agent (emulsifiable gel) etc.In addition, consider, supply in the preparation inclosure water-soluble capsule that can also above-mentioned any formulation and the water soluble package bodies such as bag of water-solubility membrane from the viewpoint that laborsavingization and security improve.
Can be in solid or the liquid any as the inert support that can use in the present invention, as the material that can form solid inert carrier, can enumerate for example soyflour, grain flour, wood powder, tree bark powder, the saw powder, tobacco leaf stem powder, walnut shell flour, chaff, cellulose powder, residue after the plant milk extract extraction, pulverize synthetic polymers such as synthetic resins, clay class (kaolin for example, wilkinite, acidic white earth etc.), talcs (talcum for example, pyrophyllite etc.), silica-based (diatomite for example, silica sand, mica, white carbon(ink) [is also referred to as moisture micro mist silicon, the synthetic high dispersive silicic acid of moisture silicic acid, according to the difference of product, have to contain the product of Calucium Silicate powder as main component.]), chemical fertilizer, compost etc. such as inorganic mineral powder, sulphur ammonium, phosphorus ammonium, ammonium nitrate, urea, ammonium chloride such as activated carbon, sulphur powder, float stone, sintering diatomite, brick crushed material, flying dust, sand, lime carbonate, calcium phosphate, above-mentioned carrier can use separately, perhaps also can use with the form of the mixture more than two kinds.
As the material that can become the liquid inert support, except that the material that itself has solvent nature, can also select not have solvent nature, but the effect by auxiliary agent makes effective constituent compound dispersive material, for example can enumerate the following carrier of enumerating as typical example, following carrier can use separately or use with the form of the mixture more than 2 kinds, water for example, alcohols (for example, methyl alcohol, ethanol, Virahol, butanols, ethylene glycol etc.), ketone (acetone for example, methyl ethyl ketone, methyl iso-butyl ketone (MIBK), diisobutyl ketone, pimelinketone etc.), ethers (ether for example, dioxane, cellosolve, Di Iso Propyl Ether, tetrahydrofuran (THF) etc.), aliphatic hydrocarbon (kerosene (kerosene) for example, the mineral wet goods), aromatic hydrocarbon based (benzene for example, toluene, dimethylbenzene, solvent naphtha, alkylnaphthalene etc.), halogenated hydrocarbon (methylene dichloride for example, chloroform, tetracol phenixin, chlorobenzene etc.), ester class (ethyl acetate for example, butylacetate, ethyl propionate, diisobutyl phthalate, dibutyl phthalate, dioctyl phthalate (DOP) etc.), amides (dimethyl formamide for example, diethylformamide, N,N-DIMETHYLACETAMIDE etc.), nitrile (for example acetonitrile etc.).
Above-mentioned solid and liquid vehicle can use separately also and can use simultaneously more than 2 kinds.
As tensio-active agent, can enumerate for example Voranol EP 2001, polyxyethylated (list or two) phenyl ether, polyoxyethylene is (single, two or three) styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene fatty acid (list or two) ester, sorbitan fatty(acid)ester, the polyoxyethylene sorbitan fatty acid ester, the Viscotrol C ethylene oxide adduct, ethylene glycol (acetylene glycol), acetylene alcohol, the ethylene oxide adduct of ethylene glycol, nonionic surfactants such as the ethylene oxide adduct of acetylene alcohol and alkyl glucoside, alkyl sulfuric ester salt, alkylbenzene sulfonate, Sulfite lignin, alkyl sulfo succinate, naphthalenesulfonate, sulfonated alkyl naphathalene, the salt of the formaldehyde condensation products of naphthene sulfonic acid, the salt of the formaldehyde condensation products of alkyl naphthalene sulfonic acid, Voranol EP 2001 sulfuric acid or phosphate ester salt, polyoxyethylene (list or two) alkyl phenyl ether sulfuric acid or phosphate ester salt, polyoxyethylene is (single, two or three) styryl phenyl ether sulfuric acid or phosphate ester salt, polycarboxylate (for example, polyacrylate, the multipolymer that polymaleic acid salt and toxilic acid and alkene form etc.) and anionic surfactant such as poly styrene sulfonate, cationic surfactant such as alkylamine salt and alkyl quaternary ammonium salts, amphotericses such as amino acid pattern and betaine type, polysiloxane-based tensio-active agent and fluorine class tensio-active agent.
The content of above-mentioned tensio-active agent is not particularly limited, and is with respect to 100 weight parts preparation of the present invention, preferred usually in the scope of 0.05~20 weight part.In addition, above-mentioned tensio-active agent can use separately or use simultaneously more than 2 kinds.
In order to prevent and kill off various insects, with it directly or suitably dilution or make it become outstanding turbid form such as water, with prevent and kill off disease effectively amount be used to predict the crop that produces this insect or use and get final product at the position of not wishing to take place.Its usage quantity according to various factors for example bearing status, the insect of purpose, object insect, crop occurence tendency, weather, envrionment conditions, formulation, application process, use the place, use and change in period etc., expect that usually effective constituent uses with 0.0001~5000ppm, the concentration that is preferably 0.01~1000ppm.In addition, the amount of application of every 10a is counted 1~300g with effective constituent usually.
The effective constituent amount of compound of the present invention, when being 5~90 weight %, water dispersion granule when being 0.1~20 weight % and suspensoid when being 3~90 weight %, granule when being 5~50 weight %, wettable powder when generally, being 0.1~20 weight %, emulsion during pulvis is 3~90 weight %.On the other hand, the amount of the carrier in each formulation generally is 80~99.9 weight % during pulvis when being 10~90 weight %, granule when being 40~95 weight %, wettable powder when being 60~99.9 weight %, emulsion, is 10~90 weight % when being 10~95 weight %, water dispersion granule when reaching suspensoid.In addition, the amount of auxiliary agent is 0.1~20 weight % during pulvis when being 0.1~20 weight %, water dispersion granule when being 0.1~20 weight % and suspensoid when being 0.1~20 weight %, granule when being 1~20 weight %, wettable powder when being 0.1~20 weight %, emulsion generally.
In addition, when using The compounds of this invention, also can mix when preparation or when scattering as required and use with the weedicide of other kinds, various sterilant, miticide, nematocides, sterilant, plant-growth regulator, synergistic agent, fertilizer, soil improvement agent etc. as agricultural chemicals.
Whole documents of putting down in writing in this specification sheets, patent application, and technical specification, with as with reference to each document, patent application, and the technology regulations specifically and the degree of situation about introducing respectively in the same manner, as with reference to introducing in this specification sheets.
[embodiment]
By following examples representational embodiment of the present invention is described, but the present invention is not limited to this.In the present embodiment, DMF represents N, and dinethylformamide, THF represent that tetrahydrofuran (THF), IPE represent that isopropyl ether, DMI represent 1, and 3-dimethyl-2-imidazolone, DMSO represent dimethyl sulfoxide (DMSO).
" % " is not quality criteria when in addition, having specified otherwise.
<embodiment 1 〉
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide (compound sequence number 7-1574).
Figure BPA00001310061505541
<1-1>
The preparation of 4-(perfluoropropane-2-yl)-2-(trifluoromethyl) aniline
Figure BPA00001310061505542
100g (0.608mol) 2-(trifluoromethyl) aniline, 131g (0.639mol) 85% V-Brite B, 20.9g (0.0608mol) 4-butyl ammonium hydrogen sulfate are packed in the mixing solutions of 1500ml ethyl acetate, 1500ml water, add 53.9g (0.639mol) sodium bicarbonate.Splash into 198g (0.669mol) seven fluorine isopropyl iodides under the room temperature, stirring at room 6 hours.Behind the separatory, the solvent of removing organic layer, the 500ml ethyl acetate of packing into are distilled in decompression down.Splash into 160g (0.608mol) 4M hydrogenchloride/ethyl acetate solution, stirring at room is after 30 minutes, and 5 ℃ were stirred 1 hour.After the filtration, water, saturated sodium bicarbonate aqueous solution after the wash filtrate, are used anhydrous magnesium sulfate drying successively, and decompression distillation down removes and desolvates.Residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=10: 1) refining, prepare 60.0g (yield 30%) title compound thus.
1H-NMR(CDCl 3,ppm)δ4.49(2H,broad-s),6.81(1H,d,J=8.3Hz),7.48(1H,d,J=8.3Hz),7.64(1H,s).
<1-2>
The preparation of 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline
Figure BPA00001310061505551
100g (0.273mol) 4-(perfluoropropane-2-yl)-2-(trifluoromethyl) aniline is packed among the 500mlDMF into 52.1g (0.287mol) the N-bromo-succinimide of in batches packing into through 30 minutes.60 ℃ are stirred after 2 hours down, are cooled to room temperature, enter in the 2000ml water.Behind ethyl acetate extraction, clean with saturated aqueous common salt, use anhydrous magnesium sulfate drying.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=20: 1) refining, prepare 89.0g (yield 80%) title compound thus.
1H-NMR(CDCl 3,ppm)δ5.03(2H,broad-s),7.61(1H,s),7.79(1H,s).
<1-3>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-chloro-3-nitrobenzamide
Figure BPA00001310061505552
2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline 3.60g (8.82mmol) is packed among the 20ml dehydration THF, be cooled to-70 ℃ under the nitrogen atmosphere.Splash into 4.85ml (9.70mmol) 2.0M lithium diisopropylamine hexane solution, then, splash into 2.34g (10.7mmol) be dissolved among the 5ml dehydration THF, by 2-chloro-3-nitrobenzoic acid and the synthetic acyl chlorides of thionyl chloride ,-70 ℃ are stirred after 30 minutes stirring at room 30 minutes down.After entering in the aqueous ammonium chloride solution, use ethyl acetate extraction, use anhydrous magnesium sulfate drying.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=10: 1 → 8: 2 → 3: 1) refining, prepare 1.76g (yield: title compound 34%) thus.
1H-NMR(CDCl 3,ppm)δ7.61(1H,t,J=7.8Hz),7.67(1H,broad-s),7.93-7.97(3H,m),8.18(1H,broad-s).
<1-4>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505561
Under the nitrogen gas stream, add 2.40g (41.3mmol) Potassium monofluoride (spraying drying thing) in the 50ml of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-chloro-3-nitrobenzamide 4.89g (8.27mmol) dehydration DMF solution, 130 ℃ were stirred 10 hours down.Add ethyl acetate, hexane, water in the reaction solution, behind the separatory, water, clean organic layer, use anhydrous magnesium sulfate drying with saturated aqueous common salt.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=10: 1) refining, prepare 0.940g (yield 20%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.53(1H,t,J=7.3Hz),7.93(1H,broad-s),8.17-8.18(2H,m),8.28-8.32(1H,m),8.44-8.48(1H,m).
<1-5>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluorobenzamide
Figure BPA00001310061505562
0.940g (1.63mmol) N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-nitrobenzamide, 0.960g (5.05mmol) tin protochloride (anhydrous) are added in the 10ml ethanol, add 1.02ml (9.78mmol) concentrated hydrochloric acid then and stirred 4 hours down at 60 ℃.Adding aqueous sodium hydroxide solution adjusting pH in the reaction solution is 10, the insolubles that uses the diatomite filtering to separate out.Filtration gleanings on the diatomite is cleaned with ethyl acetate.Use ethyl acetate extraction filtrate, use 20% aqueous sodium hydroxide solution, saturated aqueous common salt to clean organic layer after, use anhydrous magnesium sulfate drying.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=4: 1) refining, prepare 0.930g (yield 99%) title compound thus.
1H-NMR(CDCl 3,ppm)δ3.93(2H,broad-s),6.99-7.04(1H,m),7.11(1H,t,J=7.8Hz),7.47-7.49(1H,m),7.91(1H,s),8.14(1H,s),8.28(1H,d,J=14.6Hz).
<1-6>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(methylamino) benzamide
Figure BPA00001310061505571
0.930g (1.71mmol) 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluorobenzamide is added in the 5ml vitriol oil, and 40 ℃ drip 10ml 37% formalin down.Reaction solution is poured in the frozen water, after use aqueous sodium hydroxide solution adjusting pH is 10, added ethyl acetate extraction.After using 20% aqueous sodium hydroxide solution, saturated aqueous common salt to clean organic layer, use anhydrous magnesium sulfate drying.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=8: 1) refining, prepare 0.690g (yield 72%) title compound thus.
1H-NMR(CDCl 3,ppm)δ2.94(3H,s),4.14(1H,broad-s),6.88-6.93(1H,m),7.18(1H,t,J=7.8Hz),7.37-7.41(1H,m),7.90(1H,s),8.13(1H,s),8.27(1H,d,J=14.6Hz).
[1-7]
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide (compound sequence number 7-1574)
Figure BPA00001310061505581
Add 0.460g (3.30mmol) Benzoyl chloride in the 5ml THF solution of 1.54g (2.75mmol) N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(methylamino) benzamide, 0.330g (4.13mmol) pyridine, 60 ℃ were stirred 5 hours down.Add entry, ethyl acetate in the reaction solution, behind 1M hydrochloric acid, saturated sodium bicarbonate aqueous solution, saturated aqueous common salt cleaning organic layer, use anhydrous magnesium sulfate drying.Distillation is except that desolvating down in decompression, and the residue obtained silica gel column chromatography of using (launches solvent; Hexane: ethyl acetate=8: 1) refining, clean the gained solid with IPE, prepare 1.45g (yield 80%) title compound thus.
1H-NMR(CDCl 3,ppm)δ3.50(3H,s),6.99-7.33(6H,m),7.43-7.45(1H,m),7.90(1H,s),7.97-8.06(2H,m),8.13(1H,s).
<embodiment 2 〉
The preparation of 2-chloro-N-(3-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-2-fluorophenyl) niacinamide (compound sequence number 6-1140)
<2-1>
The preparation of 4-(perfluoropropane-2-yl) aniline
Figure BPA00001310061505583
100g (1.02mol) aniline, 230g (1.12mol) 85% V-Brite B, 35.1g (0.100mol) 4-butyl ammonium hydrogen sulfate are packed in the mixing solutions of 1500ml t-butyl methyl ether, 1500ml water, add 94.7g (1.12mol) sodium bicarbonate.Room temperature splashes into 350g (1.12mol) seven fluorine isopropyl iodides, stirring at room 6 hours.Behind the separatory, behind 1M hydrochloric acid, water, saturated sodium bicarbonate aqueous solution cleaning organic layer, use anhydrous sodium sulfate drying.Decompression is distilled down to remove and is desolvated the 500ml ethyl acetate of packing into.Splash into 255g (1.02mol) 4M hydrogenchloride/ethyl acetate solution, stirring at room 30 minutes also stirred 1 hour under 5 ℃.Leach the solid of separating out, solid is packed in the 1000ml ethyl acetate,, be adjusted to pH8~9, carry out separatory adding the 1000ml saturated sodium bicarbonate aqueous solution below 20 ℃.Behind the anhydrous sodium sulfate drying organic layer, decompression distillation down prepares 188g (yield 71%) title compound thus except that desolvating.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),6.69-6.74(2H,m),7.35(2H,d,J=9.3Hz).
<2-2>
2, the preparation of 6-two bromo-4-(perfluoropropane-2-yl) aniline
Figure BPA00001310061505591
216g (0.802mol) 4-(perfluoropropane-2-yl) aniline is packed among the 863mlDMF, be cooled to 5 ℃.285g (1.60mol) the N-bromo-succinimide of in batches packing into through 1 hour.After the stirring at room 1 hour, stirred 2 hours down at 37 ℃.After entering in the 2000ml water, use the 2000ml ethyl acetate extraction, clean with the 1000ml saturated aqueous common salt.Behind anhydrous magnesium sulfate drying, decompression is distilled down to remove and is desolvated.Residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=20: 1) refining, prepare 304g (yield 90%) title compound thus.
1H-NMR(CDCl 3,ppm)δ4.88(2H,broad-s),7.59(2H,s).
<2-3>
The preparation of 2-chloro-N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505601
According to the method for the 1-3 of embodiment 1, by 2,6-two bromo-4-(perfluoropropane-2-yl) aniline prepares title compound.
1H-NMR(CDCl 3,ppm)δ7.58(1H,t,J=7.8Hz),7.66(1H,broad-s),7.90(2H,s),7.93(1H,dd,J=1.5,7.8Hz),7.98(1H,d,J=7.8Hz).
<2-4>
The preparation of N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505602
Method according to the 1-4 of embodiment 1 prepares title compound by 2-chloro-N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ7.51-7.55(1H,m),7.90(2H,s),8.16(1H,d,J=11.7Hz),8.27-8.31(1H,m),8.48(1H,t,J=6.3Hz).
<2-5>
The preparation of 3-amino-N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide
Figure BPA00001310061505603
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.93(2H,broad-s),6.99-7.04(1H,m),7.11(1H,t,J=7.8Hz),7.47-7.49(1H,m),7.91(1H,s),8.14(1H,s),8.28(1H,d,J=14.6Hz).
<2-6>
The preparation of 2-chloro-N-(3-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl amino formyl radical)-2-fluorophenyl) niacinamide (compound sequence number 6-1140)
Figure BPA00001310061505611
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2,6-two bromo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide and 2-chloronicotinoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.40-7.49(2H,m),7.89(2H,s),7.94-7.96(1H,m),8.13(1H,d,J=12.7Hz),8.32-8.34(1H,m),8.57-8.59(1H,m),8.67-8.71(1H,m),8.75(1H,broad-s).
<embodiment 3 〉
The preparation of 3-benzoylamino-2-fluoro-N-(4-(perfluoropropane-2-yl)-2,6-two (trifluoromethyl) phenyl) benzamide (compound sequence number 6-2110)
Figure BPA00001310061505612
<3-1>
2, the preparation of 6-two iodo-4-(perfluoropropane-2-yl) aniline
Figure BPA00001310061505621
Under 5 ℃, add 2.16g (22.0mmol) vitriol oil in the 50ml ethanolic soln of the 4-that in the 2-1 of embodiment 2, obtains (perfluoropropane-2-yl) aniline 5.74g (22.0mmol).Reaction solution is warming up to room temperature, adds 10.0g (44.0mmol) N-iodo succimide and stirred 3 hours.Reaction solution is injected saturated sodium bicarbonate aqueous solution to neutralize.The crystallization that filtration is separated out, water carries out drying after cleaning, and prepares 9.00g (yield 80%) title compound thus.
1H-NMR(CDCl 3,ppm)δ4.95(2H,broad-s),7.79(2H,s).
<3-2>
The preparation of 2-chloro-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505622
To 2, add 20.6g (94.0mmol) 2-chloro-3-nitrobenzoyl chloride in the 100ml DMI solution of 6-two iodo-4-(perfluoropropane-2-yl) aniline 40.0g (78.0mmol) and stirred 3 hours down at 135 ℃.Be cooled to room temperature, reaction solution is injected 1000ml water.Add the 1000ml ethyl acetate and extract, water is used anhydrous magnesium sulfate drying after cleaning organic layer.Underpressure distillation removes and desolvates, and the residue with hexane cleaning gained prepares 56.2g (yield 99%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.58(1H,t,J=8.3Hz),7.70(1H,d,J=3.4Hz),7.93(1H,dd,J=1.5,6.3Hz),8.08-8.10(1H,m),8.13(2H,s).
<3-3>
The preparation of N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505631
Method according to the 1-4 of embodiment 1 prepares title compound by 2-chloro-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl3,ppm)δ7.52-7.55(1H,m),8.12-8.18(3H,m),8.29-8.32(1H,m),8.48-8.51(1H,m).
<3-4>
The preparation of 3-amino-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.93(2H,broad-s),6.99-7.04(1H,m),7.08(1H,t,J=7.8Hz),7.39-7.43(1H,m),8.10(2H,s),8.72(1H,d,J=11.2Hz).
<3-5>
The preparation of 3-benzoylamino-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide (compound sequence number 6-1260)
Figure BPA00001310061505633
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide.
1H-NMR(CDCl 3,ppm)δ7.39(1H,t,J=7.8Hz),7.52-7.57(4H,m),7.60-7.63(2H,m),7.93-7.94(4H,m),8.70(1H,t,J=6.3Hz).
<3-6>
The preparation of 3-benzoylamino-2-fluoro-N-(4-(perfluoropropane-2-yl)-2,6-two (trifluoromethyl) phenyl) benzamide (compound sequence number 6-2110)
The 50mlDMF solution of 1.95g (2.59mmol) 3-benzoylamino-N-(2,6-two iodo-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide, 0.10g (0.520mmol) cupric iodide, 1.24g (6.48mmol) fluorosulfonyl difluoroacetic acid methyl esters was stirred 6 hours down at 100 ℃.After reaction solution is cooled to room temperature, add 10ml water, 100ml ethyl acetate, carry out diatomite filtration.Behind the organic layer of water, saturated sodium bicarbonate aqueous solution wash filtrate, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, and is residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=1: 1) refining, the solid with hexane cleaning gained prepares 0.840g (yield 51%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.36-7.40(1H,m),7.53-7.64(3H,m),7.84-7.97(1H,m),7.92-7.94(2H,m),8.04-8.07(1H,m),8.08-8.13(1H,m),8.20(2H,s),8.68-8.72(1H,m).
<embodiment 4 〉
The preparation of N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide (compound sequence number 7-1182)
<4-1>
The preparation of 4-(perfluorinated butane-2-yl) aniline
Figure BPA00001310061505652
Use the reaction vessel of shading, 4.90g (52.6mmol) aniline, 10.1g (58.0mmol) 85% V-Brite B, 1.90g (5.77mmol) 4-butyl ammonium hydrogen sulfate are packed in the mixing solutions of 150ml t-butyl methyl ether, 150ml water, add 4.84g (57.6mmol) sodium bicarbonate.Splash into 20.0g (57.8mmol) nine fluoro-s-butyl iodides under the room temperature, stirring at room 5 hours.Separate to obtain organic phase, clean 2 times with the aqueous hydrochloric acid of 2mol/L after, clean with saturated aqueous common salt, sodium bicarbonate aqueous solution, saturated aqueous common salt.Behind the anhydrous magnesium sulfate drying organic layer, underpressure distillation removes and desolvates, and prepares 8.32g (yield 51%) title compound thus.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),6.72(2H,d,J=8.8Hz),7.34(2H,d,J=8.8Hz).
<4-2>
2, the preparation of 6-two bromo-4-(perfluorinated butane-2-yl) aniline
Figure BPA00001310061505653
Method according to the 2-2 of embodiment 2 prepares title compound by 4-(perfluorinated butane-2-yl) aniline.
1H-NMR(CDCl 3,ppm)δ4.89(2H,broad-s),7.57(2H,s).
<4-3>
The preparation of 2-chloro-N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505661
Add 9.90g (21.1mmol) 2 in 27ml DMI, 6-two bromo-4-(perfluorinated butane-2-yl) aniline, 4.60g (20.9mmol) 2-chloro-3-nitrobenzoyl chloride stirred 4 hours down at 140 ℃.Add entry and ethyl acetate in reaction soln, extracted organic phase is cleaned with 1mol/L aqueous sodium hydroxide solution, saturated aqueous common salt, and behind anhydrous magnesium sulfate drying, underpressure distillation removes and desolvates.Residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=20: 1 → 10: 1 → 5: 1 → 3: 1) refining, prepare 5.44g (yield 40%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.52-7.61(2H,m),7.89(2H,s),7.94(1H,dd,J=1.5,8.3Hz),7.99(1H,d,J=7.8Hz).
<4-4>
The preparation of N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505662
In 108ml DMSO, add 5.44g (8.34mmol) 2-chloro-N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-3-nitrobenzamide, 4.90g (84.3mmol) Potassium monofluoride (spraying drying thing), stirred 2 hours down at 145 ℃.In frozen water, inject reaction soln, make it separate out crystallization, filter the crystallization of gained and clean with hexane.(launch solvent with silica gel column chromatography; Hexane: ethyl acetate=5: the 1) crystallization of refining gained prepares 2.42g (yield 46%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.53-7.54(1H,m),7.89(2H,s),8.17(1H,d,J=12.2Hz),8.29-8.30(1H,m),8.48-8.49(1H,m).
<4-5>
The preparation of 3-amino-N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluorobenzamide
Figure BPA00001310061505671
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),6.99-7.04(1H,m),7.11-7.12(1H,m),7.48-7.52(1H,m),7.86(2H,s),8.22(1H,d,J=14.1Hz).
<4-6>
The preparation of N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(methylamino) benzamide
Method according to the 1-6 of embodiment 1 prepares title compound by 3-amino-N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluorobenzamide.
1H-NMR(CDCl 3,ppm)δ2.95(3H,s),4.14(1H,broad-s),6.91-6.92(1H,m),7.17-7.21(1H,m),7.39-7.43(1H,m),7.85(2H,s),8.21(1H,d,J=14.1Hz).
<4-7>
The preparation of N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide (compound sequence number 7-1182)
Figure BPA00001310061505681
Method according to the 1-7 of embodiment 1 prepares title compound by N-(2,6-two bromo-4-(perfluorinated butane-2-yl) phenyl)-2-fluoro-3-(methylamino) benzamide.
1H-NMR(CDCl 3,ppm)δ3.51(3H,s),7.22-7.44(7H,m),7.85(2H,s),8.00-8.03(2H,m).
<embodiment 5 〉
The preparation of N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide (compound sequence number 6-5911)
Figure BPA00001310061505682
<5-1>
The preparation of 2-(perfluor ethyl)-4-(perfluoropropane-2-yl) aniline
Figure BPA00001310061505683
According to the method for the 1-1 of embodiment 1, by the 4-that obtains among the embodiment 2-1 (perfluoropropane-2-yl) aniline and 1,1,2,2,2-pentafluoroethyl group iodine prepares title compound.
1H-NMR(CDCl 3,ppm)δ4.56(2H,broad-s),6.79(1H,d,J=8.8Hz),7.47(1H,d,J=8.8Hz),7.53(1H,s).
<5-2>
The preparation of 2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) aniline
Figure BPA00001310061505691
Method according to the 1-2 of embodiment 1 prepares title compound by 2-(perfluor ethyl)-4-(perfluoropropane-2-yl) aniline.
1H-NMR(CDCl 3,ppm)δ5.14(2H,broad-s),7.58(1H,s),7.81(1H,s).
<5-3>
The preparation of N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-chloro-3-nitrobenzamide
Figure BPA00001310061505692
Method according to the 4-3 of embodiment 4 prepares title compound by 2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) aniline.
1H-NMR(CDCl 3,ppm)δ7.56-7.61(1H,m),7.73(1H,s),7.88(1H,d,J=1.5Hz),7.92-7.98(2H,m),8.21(1H,s).
<5-4>
The preparation of N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505693
Method according to the 1-4 of embodiment 1 prepares title compound by N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-chloro-3-nitrobenzamide.
APCI-MS?m/z(M+1):626
<5-5>
The preparation of 3-amino-N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide
Figure BPA00001310061505701
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-fluoro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),6.99-7.04(1H,m),7.05-7.18(1H,m),7.46-7.51(1H,m),7.85(1H,broad-s),8.17(1H,broad-s),8.34(1H,d,J=15.1Hz).
<5-6>
The preparation of N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-3-(4-cyano group benzoylamino)-2-fluorobenzamide (compound sequence number 6-5911)
Figure BPA00001310061505702
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-bromo-6-(perfluor ethyl)-4-(perfluoropropane-2-yl) phenyl)-2-fluorobenzamide and 4-cyano-benzoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.41(1H,t,J=8.3Hz),7.84-7.87(3H,m),7.91-7.95(1H,m),8.03-8.05(2H,m),8.10(1H,broad-s),8.17-8.20(2H,m),8.63-8.67(1H,m).
<embodiment 6 〉
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-(N-methyl-benzamide base) pyridine carboxamide (compound sequence number 17-1103)
Figure BPA00001310061505711
<6-1>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-chloropyridine methane amide
Method according to the 1-3 of embodiment 1 prepares title compound by 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline that obtains among the 1-2 with 2-chloropyridine-6-formic acid and the synthetic 2-chloropyridine of thionyl chloride-6-formyl chloride and embodiment 1.
1H-NMR(CDCl 3,ppm)δ7.59(1H,d,J=7.3Hz),7.90-7.93(2H,m),8.14(1H,s),8.20-8.24(1H,m),9.60(1H,s).
<6-2>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-(methylamino) pyridine carboxamide
5ml 1 to N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-chloropyridine methane amide 0.100g (0.180mmol), add 0.00600g (0.0360mmol) copper sulfate, 0.140g (1.80mmol) 40% aqueous methylamine solution in the 4-dioxane solution, under air-proof condition, stirred 3 hours down for 80 ℃ at oil bath temperature.Make reaction solution return to room temperature and make it open, add entry, ethyl acetate, water, saturated aqueous common salt clean organic layer, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, and is residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=2: 1) refining, prepare 0.0700g (yield 69%) title compound thus.
1H-NMR(CDCl 3,ppm)δ2.64(3H,s),3.79(1H,broad-s),7.56-7.60(1H,m),7.87-7.93(2H,m),8.14-8.15(1H,m),8.20-8.23(1H,m),9.60(1H,s).
<6-3>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-(N-methyl-benzamide base) pyridine carboxamide (compound sequence number 17-1103)
Figure BPA00001310061505722
Method according to the 1-7 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-6-(methylamino) pyridine carboxamide.
1H-NMR(CDCl 3,ppm)δ3.65(3H,s),7.28-7.41(6H,m),7.77(1H,t,J=7.8Hz),7.91(1H,s),8.00-8.02(1H,m),8.14(1H,s),9.39(1H,s).
<embodiment 7 〉
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-(2-fluoro-N-methyl-benzamide base) thiazole-4-carboxamide (compound sequence number 27-628)
Figure BPA00001310061505731
<7-1>
The preparation of thiazolamine-4-formic acid
Figure BPA00001310061505732
In the 40ml aqueous solution of thiazolamine-4-formic acid ethyl ester 4.00g (23.2mmol), add 1.86g (46.5mmol) sodium hydroxide, stirring at room 5 hours.Adding concentrated hydrochloric acid adjusting pH in the reaction solution is 1, and the crystallization that leaching is separated out prepares 2.84g (yield 85%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.18(2H,broad-s),7.38(1H,s).
Do not detect the proton of carboxylic acid.
<7-2>
The preparation of 2-diuril azoles-4-formic acid
Figure BPA00001310061505733
To the 30ml 1 of 2.84g (19.7mmol) thiazolamine-4-formic acid, add the 50ml concentrated hydrochloric acid in the 4-dioxane solution, be cooled to 0 ℃, at 0~5 ℃ of 10ml aqueous solution that drips 2.04g (29.6mmol) Sodium Nitrite down.After under 0 ℃ reaction solution being stirred 2 hours, 2.93g (29.6mmol) cupric chloride of in batches packing into makes reaction solution return to stirring at room 8 hours.In reaction solution, add entry, ethyl acetate, use ethyl acetate extraction 4 times.Behind saturated aqueous common salt cleaning organic layer, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, and prepares 1.77g (yield 55%) title compound thus.
1H-NMR(DMSO-d 6,ppm)δ8.41(1H,s).
Do not detect the proton of carboxylic acid.
<7-3>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-chlorine thiazole-4-carboxamide
Figure BPA00001310061505741
Method according to the 4-3 of embodiment 4 prepares title compound by 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline that obtains among the 1-2 with 2-diuril azoles-4-formic acid and the synthetic 2-diuril azoles of thionyl chloride-4-carbonyl chlorine and embodiment 1.
1H-NMR(CDCl 3,ppm)δ7.91(1H,s),8.13(1H,s),8.19(1H,s),8.82(1H,s).
<7-4>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-(methylamino) thiazole-4-carboxamide
Figure BPA00001310061505742
Method according to the 6-2 of embodiment 6 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-chlorine thiazole-4-carboxamide.
1H-NMR(CDCl 3,ppm)δ3.03(3H,s),5.11-5.12(1H,m),7.50(1H,s),7.88(1H,s),8.11(1H,s),8.99(1H,s).
<7-5>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-(2-fluoro-N-methyl-benzamide base) thiazole-4-carboxamide (compound sequence number 27-628)
Figure BPA00001310061505751
Method according to the 1-7 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-(methylamino) thiazole-4-carboxamide and 2-fluorobenzoyl chloride.
1H-NMR(CDCl 3,ppm)δ3.67(3H,s),6.99-7.24(1H,m),7.29-7.35(1H,m),7.52-7.59(2H,m),7.90(1H,s),8.06(1H,s),8.14(1H,s),9.08(1H,s).
<embodiment 8 〉
2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl (methyl) carboxylamine 2,2, the preparation of 2-three chloro-ethyl esters (compound sequence number 12-864)
Figure BPA00001310061505752
<8-1>
The preparation of 4-(perfluorinated butane-2-yl)-2-(trifluoromethyl) aniline
Figure BPA00001310061505753
Method according to the 1-1 of embodiment 1 under the shading reaction conditions, prepares title compound by 2-(trifluoromethyl) aniline and nine fluoro-s-butyl iodides.
1H-NMR(CDCl 3,ppm)δ4.49(2H,broad-s),6.81(1H,d,J=8.8Hz),7.47(1H,d,J=8.8Hz),7.61(1H,s).
<8-2>
The preparation of 2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) aniline
Figure BPA00001310061505761
In 100mL ethanol, add 17.0g (44.8mmol) 4-(perfluorinated butane-2-yl)-2-(trifluoromethyl) aniline, at ice-cold 5.28g (53.8mmol) vitriol oil, 12.6g (55.8mmol) the N-iodo succimide of adding down, stirring at room stirred 4 hours down for 1 hour 30 minutes, 40 ℃.In reaction soln, add the 4M aqueous sodium hydroxide solution, behind the neutralization reaction solution, add ethyl acetate, extracted organic phase.Clean organic phase with saturated aqueous common salt, behind anhydrous magnesium sulfate drying, underpressure distillation removes and desolvates.Residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=10: 1) refining, prepare 14.6g (yield 65%) title compound thus.
1H-NMR(CDCl 3,ppm)δ5.04(2H,broad-s),7.62(1H,s),7.97(1H,s).
<8-3>
The preparation of 2-chloro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505762
Method according to the 4-3 of embodiment 4 prepares title compound by 2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) aniline.
1H-NMR(CDCl 3,ppm)δ7.60-7.61(1H,m),7.77(1H,s),7.89-7.96(2H,m),8.03-8.04(1H,m),8.38(1H,s).
<8-4>
The preparation of 2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505771
Method according to the 1-4 of embodiment 1 prepares title compound by 2-chloro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ7.53-7.54(1H,m),7.95(1H,s),8.24-8.32(2H,m),8.36(1H,s),8.44-8.48(1H,m).
<8-5>
The preparation of 3-amino-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide
Figure BPA00001310061505772
Method according to the 1-5 of embodiment 1 prepares title compound by 2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.93(2H,broad-s),7.02-7.03(1H,m),7.11-7.13(1H,m),7.47-7.51(1H,m),7.92(1H,s),8.31-8.34(2H,m).
<8-6>
The preparation of 2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(methylamino) benzamide
Figure BPA00001310061505781
Method according to the 1-6 of embodiment 1 prepares title compound by 3-amino-2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl) benzamide.
1H-NMR(CDCl 3,ppm)δ2.95-2.96(3H,m),4.15(1H,broad-s),6.91-6.93(1H,m),7.19-7.20(1H,m),7.38-7.42(1H,m),7.92(1H,s),8.32(1H,d,J=14.1Hz),8.34(1H,s).
<8-7>
2-fluoro-3-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl (methyl) carboxylamine 2,2, the preparation of 2-three chloro-ethyl esters (compound sequence number 12-864)
Figure BPA00001310061505782
According to the method for the 1-7 of embodiment 1, by 2-fluoro-N-(2-iodo-4-(perfluorinated butane-2-yl)-6-(trifluoromethyl) phenyl)-3-(methylamino) benzamide and 2,2,2-trichlorine ethoxy carbonyl chlorine prepares title compound.
1H-NMR(CDCl 3,ppm)δ3.40(3H,s),4.74(2H,broad-s),7.37(1H,t,J=7.8Hz),7.52-7.58(1H,m),7.93(1H,s),8.12-8.15(1H,m),8.28-8.34(2H,m).
<embodiment 9 〉
The preparation of N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-(4-cyano group-N-methyl-benzamide base) benzamide (compound sequence number 2-491)
Figure BPA00001310061505791
<9-1>
The preparation of 2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline
Figure BPA00001310061505792
According to the method for the 1-2 of embodiment 1, the 4-that obtains among the 1-1 by embodiment 1 (perfluoropropane-2-yl)-2-(trifluoromethyl) aniline and N-neoprene imide prepare title compound.
1H-NMR(CDCl 3,ppm)δ4.97(2H,broad-s),7.57(1H,s),7.64(1H,s).
<9-2>
The preparation of N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodo-3-nitrobenzamide
Figure BPA00001310061505793
According to the method for the 1-3 of embodiment 1, by preparing title compound with 4-iodo-3-nitrobenzoic acid and the synthetic 4-iodo-of thionyl chloride 3-nitrobenzoyl chloride and 2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline.
1H-NMR(CDCl 3,ppm)δ7.52-7.81(2H,m),7.89(1H,s),8.00(1H,s),8.25(1H,d,J=8.3Hz),8.38(1H,d,J=1.9Hz).
<9-3>
The preparation of 3-amino-N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodobenzene methane amide
Figure BPA00001310061505801
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodo-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ4.35(2H,s),6.92(1H,dd,J=1.9,8.3Hz),7.29(1H,d,J=1.9Hz),7.60(1H,s),7.79(1H,d,J=8.3Hz),7.86(1H,s),7.97(1H,s).
<9-4>
The preparation of N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodo-3-(methylamino) benzamide
Figure BPA00001310061505802
Method according to the 1-6 of embodiment 1 prepares title compound by 3-amino-N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodobenzene methane amide.
1H-NMR(CDCl 3,ppm)δ2.97(3H,s),4.46(1H,broad-s),6.89(1H,dd,J=1.9,8.3Hz),7.07(1H,d,J=1.9Hz),7.65(1H,s),7.80(1H,d,J=8.3Hz),7.86(1H,s),7.97(1H,s).
<9-5>
The preparation of N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-(methylamino) benzamide
Figure BPA00001310061505811
In 10mL DMF, add 0.350g (0.560mmol) N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-iodo-3-(methylamino) benzamide, 0.200g (2.25mmol) cupric cyanide (I), stirred 1 hour 30 minutes down at 140 ℃.In reaction soln, inject saturated aqueous sodium thiosulfate, make the reaction quenching thus after, separate to obtain organic layer with ethyl acetate, clean with saturated aqueous common salt.Behind the anhydrous magnesium sulfate drying organic layer, underpressure distillation removes and desolvates.Residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=5: 1 → 3: 1) refining, prepare 0.250g (yield 86%) title compound thus.
1H-NMR(CDCl 3,ppm)δ3.01(1/2*3H,s),3.03(1/2*3H,s),4.89(1/2 1H,s),4.90(1/2 1H,s),7.80(1H,dd,J=1.5,8.3Hz),7.21-7.22(1H,m),7.54(1H,d,J=8.3Hz),7.67(1H,s),7.88(1H,s),7.99(1H,s).
<9-6>
The preparation of N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-(4-cyano group-N-methyl-benzamide base) benzamide (compound sequence number 2-491)
Figure BPA00001310061505812
Method according to the 1-7 of embodiment 1 prepares title compound by N-(2-chloro-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-(methylamino) benzamide and 4-cyano-benzoyl chloride.
1H-NMR(CDCl 3,ppm)δ3.81(3H,broad-s),7.52-7.84(8H,m),7.89(1H,s),8.00(1H,s).
<embodiment 10 〉
The preparation of N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-6-cyano group-2-fluorophenyl)-6-chloro niacinamide (compound sequence number 1-1968)
<10-1>
N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-2, the preparation of 3-difluorobenzamide
Figure BPA00001310061505822
To 0.840g (4.59mmol) 4-cyano group-2, add 1 DMF, 0.470ml (5.51mmol) oxalyl chloride among the dichloromethane solution 10ml of 3-difluoro-benzoic acid, stirred 1 hour under the room temperature.Underpressure distillation is removed the 4-cyano group-2 of the gained that desolvates, the 3-difluoro benzoyl chloride is added among the DMI solution 5ml of 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) the aniline 1.56g (3.83mmol) that obtains among the 1-2 of embodiment 1, and 130 ℃ were stirred 5 hours down.Add entry, ethyl acetate in the reaction solution, behind saturated sodium bicarbonate aqueous solution, saturated aqueous common salt cleaning organic layer, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, with residue silica gel column chromatography (the expansion solvent of gained; Hexane: ethyl acetate=1: 0 → 10: 1) refining, prepare 0.58g (yield 27%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.52-7.62(1H,m),7.92-7.94(1H,m),8.02-8.06(1H,m),8.13-8.16(2H,m).
<10-2>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-2-fluorobenzamide
Figure BPA00001310061505831
To N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-2, add the 49.0mg volatile salt among the DMSO solution 5ml of 3-difluorobenzamide, 100 ℃ were stirred 5 hours down.Add entry, ethyl acetate in the reaction solution, water is used anhydrous magnesium sulfate drying after cleaning organic layer.Underpressure distillation removes and desolvates, and (launches solvent with residue obtained with silica gel column chromatography; Hexane: ethyl acetate=8: 1 → 4: 1) refining, prepare 0.30g (yield 51%) title compound thus.
1H-NMR(CDCl 3,ppm)δ4.71(2H,broad-s),7.35-7.39(1H,m),7.40-7.44(1H,m),7.92(1H,s),8.12-8.15(2H,m).
<10-3>
The preparation of N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical)-6-cyano group-2-fluorophenyl)-6-chloro niacinamide (compound sequence number 1-1968)
Figure BPA00001310061505832
In the DMI solution 0.200ml of 0.0500g (0.0877mol) 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-2-fluorobenzamide, add 0.0308g (0.175mmol) 6-chloronicotinoyl chloride, stirred 6 hours down at 130 ℃.Add entry, ethyl acetate in the reaction solution, behind 1M hydrochloric acid, saturated sodium bicarbonate aqueous solution, saturated aqueous common salt cleaning organic layer, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, and (launches solvent with residue obtained with silica gel column chromatography; Hexane: ethyl acetate=2: 1) refining, prepare 0.0100g (yield 16%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.54(1H,d,J=8.8Hz),7.72(1H,d,J=8.8Hz),7.93(1H,s),8.09(1H,s),8.17-8.18(2H,m),8.27(1H,dd,J=2.4Hz8.8Hz),8.38(1H,d,J=10.8Hz),8.98(1H,d,J=2.4Hz).
<embodiment 11 〉
The preparation of 3-(4-cyano group benzoylamino)-N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide (compound sequence number 6-79)
Figure BPA00001310061505841
<11-1>
2, the preparation of 6-two iodo-4-(perfluorinated butane-2-yl) aniline
Figure BPA00001310061505842
According to the method for the 3-1 of embodiment 3, the 4-that obtains among the 4-1 by embodiment 4 (perfluorinated butane-2-yl) aniline prepares title compound.
1H-NMR(CDCl 3,ppm)δ4.95(2H,broad-s),7.78(2H,s).
<11-2>
The preparation of N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505851
According to the method for the 4-3 of embodiment 4, by 2,6-two iodo-4-(perfluorinated butane-2-yl) aniline and 3-nitrobenzoyl chloride prepare title compound.
1H-NMR(CDCl 3,ppm)δ7.74(1H,t,J=8.0Hz),8.11(2H,s),8.42(1H,d,J=7.6Hz),8.46(1H,d,J=8.4Hz),8.90(1H,d,J=12.4Hz),8.92(1H,s).
<11-3>
The preparation of 3-amino-N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide
Figure BPA00001310061505852
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ5.39(2H,broad-s),6.89-6.93(1H,m),7.29-7.31(3H,m),7.68(1H,s),8.08(2H,s).
<11-4>
The preparation of 3-(4-cyano group benzoylamino)-N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide (compound sequence number 6-79)
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2,6-two iodo-4-(perfluorinated butane-2-yl) phenyl) benzamide and 4-cyano-benzoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.58(1H,t,J=8.2Hz),7.79-7.83(3H,m),7.97(2H,s),8.01(2H,d,J=8.0Hz),8.09(2H,s),8.18(1H,s),8.29(1H,s).
<embodiment 12 〉
The preparation of N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide (compound sequence number 6-5908)
Figure BPA00001310061505861
<12-1>
The preparation of 4-(perfluoropropane-2-yl)-2-(trifluoromethoxy) aniline
Figure BPA00001310061505862
Method according to the 1-1 of embodiment 1 prepares title compound by the 2-trifluoro-methoxyaniline.
1H-NMR(CDCl 3,ppm)δ4.19(2H,broad-s),6.86(1H,d,J=8.8Hz),7.30(1H,d,J=8.8Hz),7.36(1H,s).
<12-2>
The preparation of 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) aniline
Figure BPA00001310061505863
Method according to the 1-2 of embodiment 1 prepares title compound by 4-(perfluoropropane-2-yl)-2-(trifluoromethoxy) aniline.
1H-NMR(CDCl 3,ppm)δ4.65(2H,broad-s),7.33(1H,s),7.71(1H,s).
<12-3>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-chloro-3-nitrobenzamide
Method according to the 1-3 of embodiment 1 prepares title compound by 2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) aniline.
1H-NMR(CDCl 3,ppm)δ7.49-7.61(3H,m),7.80-7.96(3H,m).
<12-4>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-fluoro-3-nitrobenzamide
Figure BPA00001310061505872
Method according to the 1-4 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-chloro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ7.53(1H,t,J=7.8Hz),7.60(1H,broad-s),7.89(1H,d,J=1.5Hz),8.07(1H,broad-d,J=12.7Hz),8.29-8.30(1H,m),8.43-8.47(1H,m).
<12-5>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-fluorobenzamide
Figure BPA00001310061505881
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-fluoro-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),6.99-7.04(1H,m),7.11(1H,t,J=7.8Hz),7.45-7.49(1H,m),7.57(1H,broad-s),7.87(1H,d,J=2.0Hz),8.14(1H,d,J=14.2Hz).
<12-6>
The preparation of N-(3-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl amino formyl radical)-2-fluorophenyl)-2-chloro niacinamide (compound sequence number 6-5908)
Figure BPA00001310061505882
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethoxy) phenyl)-2-fluorobenzamide and 2-chloronicotinoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.39-7.49(2H,m),7.59(1H,s),7.88-7.94(2H,m),8.07(1H,d,J=12.2Hz),8.31-8.33(1H,m),8.57-8.58(1H,m),8.60-8.70(1H,m),8.74(1H,broad-s).
<embodiment 13 〉
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluorobenzamide (compound sequence number 6-3348)
Figure BPA00001310061505891
<13-1>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluoro-3-nitrobenzamide
Figure BPA00001310061505892
Method according to the 1-3 of embodiment 1 prepares title compound by the 2-bromo-4-that obtains among the 1-2 with 4-fluoro-3-nitrobenzoic acid and the synthetic 4-fluoro-of thionyl chloride 3-nitrobenzoyl chloride and embodiment 1 (perfluoropropane-2-yl)-6-(trifluoromethyl) aniline.
1H-NMR(CDCl 3,ppm)δ7.47-7.50(1H,m),7.92(2H,d,J=5.9Hz),8.16(1H,s),8.23-8.28(1H,m),8.65-8.67(1H,m).
<13-2>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluorobenzamide
Figure BPA00001310061505893
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluoro-3-nitrobenzamide.
APCI-MS?m/z(M+1):546
<13-3>
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluorobenzamide (compound sequence number 6-3348)
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluorobenzamide.
1H-NMR(CDCl 3,ppm)δ7.29-7.34(1H,m),7.53-7.65(3H,m),7.80-7.84(1H,m),7.90-7.92(3H,m),8.14(1H,broad-s),8.20(1H,d,J=2.9Hz),8.25(1H,broad-s),9.10(1H,dd,J=1.9,7.3Hz).
<embodiment 14 〉
The preparation (compound sequence number 6-460) of 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide
Figure BPA00001310061505902
<14-1>
The preparation of 2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline
Figure BPA00001310061505911
According to the method for the 8-2 of embodiment 8, the 4-that obtains among the 1-1 by embodiment 1 (perfluoropropane-2-yl)-2-(trifluoromethyl) aniline and N-iodo succimide prepare title compound.
1H-NMR(CDCl 3,ppm)δ5.04(2H,broad-s),7.64(1H,s),7.99(1H,s).
<14-2>
The preparation of N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505912
Method according to the 4-3 of embodiment 4 prepares title compound by 2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline and 3-nitrobenzoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.76-7.80(2H,m),7.97(1H,s),8.28-8.30(1H,m),8.37(1H,s),8.49-8.52(1H,m),8.78(1H,s).
<14-3>
The preparation of 3-amino-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide
Figure BPA00001310061505913
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.89(2H,broad-s),6.89-6.92(1H,m),7.23-7.32(3H,m),7.68(1H,s),7.93(1H,s),8.34-8.36(1H,m).
<14-4>
The preparation (compound sequence number 6-460) of 2-chloro-N-(3-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl amino formyl radical) phenyl) niacinamide
Figure BPA00001310061505921
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide and 2-chloronicotinoyl chloride.
1H-NMR(CDCl 3,ppm)δ7.43-7.46(1H,m),7.58(1H,t,J=7.8Hz),7.77(1H,d,J=7.8Hz),7.91-7.95(2H,m),8.01(1H,s),8.24(1H,dd,J=2.0,7.8Hz),8.28(1H,s),8.36(1H,s),8.41(1H,s),8.54-8.56(1H,m).
<embodiment 15 〉
The preparation of 2-fluoro-3-(4-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide (compound sequence number 7-1733)
Figure BPA00001310061505922
<15-1>
The preparation of 2-chloro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
According to the method for the 4-3 of embodiment 4, the 2-iodo-4-that obtains among the 14-1 by embodiment 14 (perfluoropropane-2-yl)-6-(trifluoromethyl) aniline and 2-chloro-3-nitrobenzoyl chloride prepare title compound.
1H-NMR(CDCl 3,ppm)δ7.60(1H,t,J=7.8Hz),7.76(1H,s),7.94(1H,dd,J=1.5,7.8Hz),7.97(1H,s),8.03(1H,dd,J=1.5,7.8Hz),8.39(1H,s).
<15-2>
The preparation of 2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505932
Method according to the 1-4 of embodiment 1 prepares title compound by 2-chloro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ7.51-7.55(1H,m),7.97(1H,s),8.23(1H,d,J=12.2Hz),8.28-8.32(1H,m),8.37(1H,s),8.44-8.48(1H,m).
<15-3>
The preparation of 3-amino-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide
Figure BPA00001310061505941
Method according to the 1-5 of embodiment 1 prepares title compound by 2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.92(2H,broad-s),7.02-7.04(1H,m),7.11(1H,t,J=7.8Hz),7.47-7.52(1H,m),7.94(1H,s),8.30-8.35(2H,m).
<15-4>
The preparation of 2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(methylamino) benzamide
Figure BPA00001310061505942
Method according to the 1-6 of embodiment 1 prepares title compound by 3-amino-2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide.
1H-NMR(CDCl 3,ppm)δ2.95(3H,s),4.15(1H,broad-s),6.90(1H,t,J=8.2Hz),7.19(1H,t,J=7.8Hz),7.40(1H,t,J=7.8Hz),7.92(1H,s),8.30(1H,s),8.34(1H,s).
<15-5>
The preparation of 2-fluoro-3-(4-fluoro-N-methyl-benzamide base)-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl) benzamide (compound sequence number 7-1733)
Figure BPA00001310061505951
Method according to the 1-7 of embodiment 1 prepares title compound by 2-fluoro-N-(2-iodo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(methylamino) benzamide and 4-fluorobenzoyl chloride.
1H-NMR(CDCl 3,ppm)δ3.50(3H,s),6.91(2H,s),6.93-7.35(3H,m),7.46(1H,t,J=7.0Hz),7.93(1H,s),8.01-8.10(1H,m),8.13(1H,broad-s),8.34(1H,s).
<embodiment 16 〉
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-N-methyl-3-(N-methyl-benzamide base) benzamide (compound sequence number 9-2164)
Figure BPA00001310061505952
Add 0.00900g (0.230mmol) sodium hydride (60%inoil) among the DMF solution 5ml of the 0.100g that in the 1-7 of embodiment 1, obtains (0.150mmol) N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-2-fluoro-3-(N-methyl-benzamide base) benzamide, stirred 40 minutes under the room temperature.Add 0.0300g (0.180mmol) methyl iodide in the reaction solution, under uniform temp, stirred 6 hours.Add entry, ethyl acetate in the reaction solution, water, saturated aqueous common salt clean organic layer, use anhydrous magnesium sulfate drying.Underpressure distillation removes and desolvates, and is residue obtained with silica gel column chromatography (expansion solvent; Hexane: ethyl acetate=4: 1) refining, prepare the 0.106g title compound thus quantitatively.
1H-NMR(CDCl 3,ppm)δ2.18-2.19(3H,m),3.48(3H,s),7.21-7.25(4H,m),7.32-7.40(4H,m),7.92(1H,s),8.13(1H,s).
<embodiment 17 〉
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino)-N-methyl-benzamide (compound sequence number 8-289)
Figure BPA00001310061505961
<17-1>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505962
According to the method for the 4-3 of embodiment 4,2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) aniline and the 3-nitrobenzoyl chloride that are obtained by the 1-2 of embodiment 1 prepare title compound.
1H-NMR(CDCl 3,ppm)δ7.75-7.79(2H,m),7.94(1H,s),8.17(1H,d,J=1.0Hz),8.28(1H,dd,J=1.5,7.8Hz),8.48-8.51(1H,m),8.76-8.77(1H,m).
<17-2>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-3-nitro benzamide
Figure BPA00001310061505971
According to the method for embodiment 16, prepare title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.28(1/2*3H,s),3.44(1/2*3H,s),7.41(1/2*1H,t,J=7.8Hz),7.71-7.76(2/2*1H,m),7.84(1/2*1H,s),7.93-7.95(1/2*1H,m),7.98(1/2*1H,s),8.07-8.09(2/2*1H,m),8.14-8.16(1/2*1H,m),8.19(1/2*1H,s),8.39-8.41(1/2*1H,m),8.45-8.46(1/2*1H,m).
<17-3>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-benzamide
Figure BPA00001310061505972
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-3-nitro benzamide.
1H-NMR(CDCl 3,ppm)δ3.24(3/4*3H,s),3.37(1/4*3H,s),3.80(2H,broad-s),6.47(1/4*1H,d,J=7.8Hz),6.54-6.57(1/4*1H,m),6.78-6.84(5/4*1H,m),6.86(3/4*1H,t,J=2.0Hz),6.96(3/4*1H,d,J=7.8Hz),7.23-7.27(3/4*1H,m),7.79(1/4*1H,s),7.94(3/4*1H,s),8.00(1/4*1H,s),8.15(3/4*1H,s).
<17-4>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-3-(4-cyano group benzoylamino)-N-methyl-benzamide (compound sequence number 8-289)
Figure BPA00001310061505981
According to the 1-7 method of embodiment 1, prepare title compound by 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-N-methyl-benzamide and 4-cyano-benzoyl chloride.
1H-NMR(CDCl 3,ppm)δ3.26(2/3*3H,s),3.38(1/3*3H,s),7.08-7.09(1/3*1H,m),7.12-7.14(1/3*1H,m),7.32(2/3*1H,d,J=7.8Hz),7.45-7.49(3/3*1H,m),7.72-7.76(9/3*1H,m),7.83(1/3*1H,s),7.85-7.89(4/3*1H,m),7.95(2/3*1H,s),7.98-8.00(4/3*1H,m),8.04(2/3*1H,d,J=6.3Hz),8.16(2/3*1H,s),8.57(2/3*1H,s).
<embodiment 18 〉
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl) benzamide (compound sequence number 6-5913)
Figure BPA00001310061505982
<18-1>
The preparation of 4-(perfluor ethyl)-2-(trifluoromethyl) aniline
Figure BPA00001310061505983
In the aqueous solution 40ml of 7.04g (40.4mmol) 85% V-Brite B, 3.40g (40.4mmol) sodium bicarbonate, add 13.6g (33.7mmol) 2-(trifluoromethyl) aniline and 40ml DMF.Add 11.2g (45.5mmol) 1,1,2,2 in this reaction solution, the 50ml DMF solution of 2-pentafluoroethyl group iodine (DMF being cooled to-30 ℃ and make 1,1,2,2, the dissolving of 2-pentafluoroethyl group iodine) in the autoclave of packing into, stirred 9 hours down at 110 ℃.After placing a night under the room temperature, in reaction solution, add entry, ethyl acetate, use ethyl acetate extraction.Water, saturated sodium bicarbonate aqueous solution, saturated aqueous common salt clean organic layer.Behind the anhydrous sodium sulfate drying organic layer, underpressure distillation removes and desolvates, and (launches solvent with residue obtained with silica gel column chromatography; Hexane: ethyl acetate=10: 1 → 5: 1) refining, prepare 1.95g (yield 21%) title compound thus.
1H-NMR(CDCl 3,ppm)δ4.53(2H,broad-s),6.81(1H,d,J=8.3Hz),7.48(1H,d,J=8.3Hz),7.63(1H,broad-s).
<18-2>
The preparation of 2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) aniline
Figure BPA00001310061505991
Method according to the 1-2 of embodiment 1 prepares title compound by 4-(perfluor ethyl)-2-(trifluoromethyl) aniline.
1H-NMR(CDCl 3,ppm)δ5.08(2H,broad-s),7.62(1H,s),7.80(1H,s).
<18-3>
The preparation of N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide
Figure BPA00001310061505992
In the pyridine solution 20ml of 2.50g (6.99mmol) 2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) aniline, add 2.72g (14.7mmol) 3-nitrobenzoyl chloride, stirred 12 hours down at 100 ℃.Add entry, ethyl acetate in the reaction solution, use ethyl acetate extraction.Clean organic layer with 1M hydrochloric acid, saturated sodium bicarbonate aqueous solution, saturated aqueous common salt.Behind the anhydrous sodium sulfate drying organic layer, decompression distillation down adds THF, aqueous sodium hydroxide solution except that desolvating in the residue that obtains, stirred 8 hours under the room temperature.With the above-mentioned dry reaction liquid that similarly extracts, underpressure distillation removes and desolvates, and (launches solvent with residue obtained with silica gel column chromatography; Hexane: ethyl acetate=7: 1 → 5: 1) refining, prepare 0.202g (yield 6%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.75(1H,s),7.78(1H,t,J=7.8Hz),7.94(1H,s),8.17(1H,s),8.29-8.30(1H,m),8.50-8.52(1H,m),8.78(1H,t,J=2.0Hz).
<18-4>
The preparation of 3-amino-N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl) benzamide
Figure BPA00001310061506001
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl)-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ3.89(2H,broad-s),6.90-6.92(1H,m),7.23-7.32(3H,m),7.64(1H,s),7.90(1H,s),8.13(1H,s).
<18-5>
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl) benzamide (compound sequence number 6-5913)
Figure BPA00001310061506011
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-bromo-4-(perfluor ethyl)-6-(trifluoromethyl) phenyl) benzamide.
1H-NMR(CDCl 3,ppm)δ7.51-7.62(4H,m),7.72(1H,dd,J=1.5,7.8Hz),7.89-8.00(6H,m),8.14(1H,s),8.27(1H,t,J=2.0Hz).
<embodiment 19 〉
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group benzamide (compound sequence number 1-627)
Figure BPA00001310061506012
<19-1>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluoro-3-nitrobenzamide
Method according to the 4-3 of embodiment 4 prepares title compound by the 2-bromo-4-that obtains among the 1-2 with 4-fluoro-3-nitrobenzoic acid and the synthetic 4-fluoro-of thionyl chloride 3-nitrobenzoyl chloride and embodiment 1 (perfluoropropane-2-yl)-6-(trifluoromethyl) aniline.
1H-NMR(CDCl 3,ppm)δ7.47-7.50(1H,m),7.92(2H,d,J=5.9Hz),8.16(1H,s),8.23-8.28(1H,m),8.65-8.67(1H,m).
<19-2>
The preparation of N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-nitrobenzamide
Figure BPA00001310061506021
In the DMF solution 5ml of 0.500g (0.870mmol) N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-fluoro-3-nitrobenzamide, add 0.0639g (1.31mmol) sodium cyanide, stirred 10 hours under the room temperature.Add entry, ethyl acetate in the reaction solution, use ethyl acetate extraction.Clean organic layer with 10% aqueous sodium hydroxide solution, saturated aqueous common salt.Behind the anhydrous sodium sulfate drying organic layer, underpressure distillation removes and desolvates, and with residue obtained refining with silica gel column chromatography, prepares 0.0500g (yield 10%) title compound thus.
1H-NMR(CDCl 3,ppm)δ7.80(1H,s),7.96(1H,s),8.12-8.14(1H,m),8.18(1H,s),8.36(1H,dd,J=2.0,8.3Hz),8.84(1H,d,J=1.5Hz).
<19-3>
The preparation of 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group benzamide
Figure BPA00001310061506022
Method according to the 1-5 of embodiment 1 prepares title compound by N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group-3-nitrobenzamide.
1H-NMR(CDCl 3,ppm)δ4.68(2H,broad-s),7.18(1H,dd,J=1.9,8.3Hz),7.29(1H,s),7.52-7.55(1H,m),7.68(1H,s),7.92(1H,s),8.14(1H,d,J=1.5Hz).
<19-4>
The preparation of 3-benzoylamino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group benzamide (compound sequence number 1-627)
Figure BPA00001310061506031
Method according to the 1-7 of embodiment 1 prepares title compound by 3-amino-N-(2-bromo-4-(perfluoropropane-2-yl)-6-(trifluoromethyl) phenyl)-4-cyano group benzamide.
1H-NMR(CDCl 3,ppm)δ7.56-7.59(3H,m),7.64-7.66(1H,m),7.80-7.87(2H,m),7.94-7.97(2H,m),8.16(1H,s),8.46(1H,s),8.57(1H,s),9.16(1H,s).
Next, provide and contain the formulation example of The compounds of this invention, but the present invention is not limited to this as effective constituent.Need to prove, in the formulation example, part expression weight part.
<formulation example 1 〉
The The compounds of this invention of 20 parts of general formulas (1) expression, 10 parts of polyoxyethylene styryl phenyl ethers, 70 parts of dimethylbenzene homogeneous mixing are obtained emulsion.
<formulation example 2 〉
The compounds of this invention, 2 parts of sodium lauryl sulphate, 2 parts of dialkyl sulfosuccinates, 1 part of beta-naphthalenesulfonic-acid formaldehyde condensation compound sodium salt, 85 parts of diatomite homogeneous of 10 parts of general formulas (1) expression are mixed and obtain wettable powder.
<formulation example 3 〉
The The compounds of this invention of 0.3 part of general formula (1) expression, 0.3 part of white carbon(ink) homogeneous are mixed, add 99.2 parts of clays, 0.2 part of DRILESS A (three are total to the Agro system), homogeneous is pulverized and is mixed, and obtains pulvis.
<formulation example 4 〉
After the The compounds of this invention of 3 parts of general formulas (1) expressions, 1.5 parts of polyoxyethylene polyoxypropylene condensess, 3 parts of carboxymethyl celluloses, 64.8 parts of clays, 27.7 parts of talcum homogeneous are pulverized and mix, add the mixing and granulating and drying of entry and obtain granule.
<formulation example 5 〉
After The compounds of this invention, 3 parts of beta-naphthalenesulfonic-acid formaldehyde condensation compound sodium salts, 1 part of triphenyl vinyl phenol, 5 parts of propylene glycol, 0.5 part of silicon defoamer, 33.5 parts of water of 10 parts of general formulas (1) expressions are fully mixed, mix once more with material and to obtain suspensoid 0.3 part of xanthan gum, 46.7 parts of water mixing gained.
<formulation example 6 〉
After the The compounds of this invention of 20 parts of general formulas (1) expressions, 6 parts of naphthalene sulfonic acidformaldehyde condensation product metal-salts, 1 part of dialkyl sulfosuccinate succsinic acid metal-salt, 73 parts of lime carbonate homogeneous are pulverized and mix, add the mixing and granulating and drying of entry and obtain water dispersion granule.
When using the preparation of above-mentioned gained,, or do not dilute, directly scatter 1~10000 times of above-mentioned preparation dilute with water.
Next, the availability for as the noxious organism control agent of The compounds of this invention specify in following test example, but the present invention is not limited to this.
<test example 1 〉
Insecticidal test to prodenia litura (Spodopteralitura)
Dipping Caulis et Folium Brassicae capitatae leaf is 30 seconds in the soup that test compound is modulated to normality, air-dry after, put into the polyethylene cup of the 7cm that has laid filter paper, put into prodenia litura 2 instar larvaes.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 6th.Carry out in 52 modes that connect system in 1 district.
Need to prove that compound as a comparison uses the international disclosed following compound (A) in No. 2005/073165 specification sheets that discloses.
Figure BPA00001310061506051
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 1ppm, and the sequence number of described compound is: 1-470,1-491,1-513,1-627,1-1925,2-491,6-38,6-39,6-45,6-46,6-47,6-57,6-60,6-71,6-72,6-78,6-79,6-80,6-90,6-93,6-111,6-147,6-268,6-269,6-270,6-271,6-272,6-288,6-289,6-290,6-293,6-300,6-304,6-306,6-311,6-346,6-347,6-348,6-349,6-366,6-367,6-368,6-382,6-389,6-424,6-425,6-426,6-427,6-428,6-444,6-445,6-446,6-448,6-449,6-450,6-452,6-453,6-460,6-461,6-467,6-502,6-503,6-504,6-505,6-522,6-523,6-524,6-538,6-545,6-804,6-824,6-825,6-840,6-1104,6-1105,6-1106,6-1107,6-1124,6-1125,6-1126,6-1140,6-1147,6-1182,6-1183,6-1184,6-1185,6-1202,6-1203,6-1204,6-1218,6-1225,6-1260,6-1261,6-1262,6-1263,6-1280,6-1281,6-1282,6-1296,6-1303,6-1338,6-1339,6-1340,6-1341,6-1358,6-1359,6-1360,6-1374,6-1381,6-1574,6-1575,6-1576,6-1577,6-1594,6-1595,6-1596,6-1610,6-1617,6-1652,6-1653,6-1654,6-1655,6-1672,6-1673,6-1674,6-1688,6-1695,6-1730,6-1731,6-1732,6-1733,6-1734,6-1750,6-1751,6-1752,6-1754,6-1755,6-1766,6-1773,6-1808,6-1809,6-1810,6-1811,6-1828,6-1829,6-1830,6-1851,6-2110,6-3348,6-3384,6-5902,6-5903,6-5904,6-5905,6-5906,6-5907,6-5908,6-5909,6-5910,6-5911,6-5912,7-38,7-39,7-45,7-46,7-47,7-57,7-60,7-71,7-72,7-78,7-79,7-80,7-90,7-93,7-132,7-147,7-268,7-269,7-270,7-271,7-285,7-286,7-288,7-289,7-290,7-299,7-300,7-301,7-303,7-304,7-305,7-311,7-346,7-347,7-348,7-349,7-366,7-367,7-368,7-382,7-389,7-424,7-425,7-426,7-427,7-428,7-444,7-445,7-446,7-449,7-460,7-467,7-502,7-504,7-505,7-522,7-523,7-538,7-804,7-824,7-825,7-840,7-948,7-969,7-984,7-1104,7-1105,7-1106,7-1107,7-1124,7-1125,7-1126,7-1140,7-1147,7-1182,7-1183,7-1184,7-1185,7-1202,7-1203,7-1204,7-1218,7-1225,7-1260,7-1261,7-1262,7-1263,7-1280,7-1281,7-1282,7-1296,7-1303,7-1338,7-1339,7-1340,7-1341,7-1358,7-1359,7-1360,7-1374,7-1381,7-1417,7-1574,7-1575,7-1576,7-1577,7-1594,7-1595,7-1596,7-1605,7-1606,7-1608,7-1610,7-1616,7-1617,7-1638,7-1639,7-1645,7-1652,7-1672,7-1673,7-1730,7-1731,7-1732,7-1733,7-1750,7-1751,7-1752,7-1764,7-1766,7-1773,7-1794,7-1808,7-1809,7-1810,7-1811,7-1828,7-1829,7-1844,7-1851,7-3348,7-3369,7-3384,7-5902,7-5903,7-5904,7-5905,7-5906,7-5907,7-5910,8-268,8-288,8-289,8-304,8-804,8-824,8-840,9-270,9-290,9-291,9-306,9-2164,9-2322,11-777,11-835,12-777,12-835,12-864,27-627,27-663.
In addition, following compound has shown the dead worm rate more than 70% in concentration during for 10ppm, and the sequence number of described compound is 1-506,1-1968,2-513,2-518,6-454,6-5913,6-5914,7-316,7-5911,7-5912,7-5908,7-5909,17-1103,27-628.
On the other hand, compound (A) is when concentration is 10ppm, and dead worm rate is below 50%.
<test example 2 〉
Insecticidal test to small cabbage moth (Plutellaxylostella)
Dipping Caulis et Folium Brassicae capitatae leaf is 30 seconds in the soup that test compound is modulated to normality, air-dry after, add in the polyethylene cup of the 7cm that has laid filter paper, put into small cabbage moth 3 instar larvaes.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 6th.Carry out in 52 modes that connect system in 1 district.
Need to prove that compound uses above-claimed cpd (A) as a comparison.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 1ppm, and the sequence number of described compound is 1-491,1-513,1-627,1-1925,1-1968,2-491,2-513,6-38,6-39,6-45,6-46,6-47,6-57,6-71,6-72,6-78,6-79,6-80,6-90,6-111,6-147,6-268,6-270,6-271,6-272,6-288,6-289,6-290,6-293,6-300,6-304,6-306,6-346,6-347,6-348,6-349,6-366,6-367,6-368,6-382,6-389,6-424,6-425,6-426,6-427,6-428,6-444,6-445,6-446,6-449,6-450,6-453,6-460,6-461,6-467,6-502,6-503,6-504,6-505,6-522,6-523,6-524,6-538,6-545,6-804,6-824,6-825,6-840,6-1104,6-1105,6-1106,6-1107,6-1124,6-1125,6-1126,6-1140,6-1147,6-1182,6-1183,6-1184,6-1185,6-1202,6-1203,6-1204,6-1218,6-1225,6-1260,6-1261,6-1262,6-1263,6-1280,6-1281,6-1282,6-1296,6-1303,6-1338,6-1339,6-1340,6-1341,6-1358,6-1359,6-1360,6-1374,6-1381,6-1574,6-1575,6-1576,6-1577,6-1594,6-1595,6-1596,6-1610,6-1617,6-1652,6-1653,6-1654,6-1655,6-1672,6-1673,6-1674,6-1688,6-1695,6-1730,6-1731,6-1732,6-1733,6-1734,6-1750,6-1751,6-1752,6-1754,6-1755,6-1766,6-1773,6-1808,6-1809,6-1810,6-1811,6-1828,6-1829,6-1830,6-1851,6-2110,6-3348,6-3384,6-5903,6-5904,6-5905,6-5906,6-5907,6-5908,6-5909,6-5910,6-5911,6-5912,7-38,7-39,7-45,7-46,7-47,7-57,7-60,7-71,7-72,7-78,7-79,7-80,7-90,7-93,7-132,7-147,7-268,7-271,7-286,7-288,7-289,7-290,7-299,7-300,7-301,7-303,7-304,7-305,7-311,7-346,7-347,7-348,7-349,7-366,7-367,7-368,7-382,7-389,7-424,7-425,7-426,7-427,7-428,7-444,7-445,7-446,7-449,7-460,7-467,7-502,7-504,7-505,7-522,7-523,7-538,7-824,7-840,7-948,7-969,7-984,7-1104,7-1105,7-1106,7-1107,7-1124,7-1125,7-1126,7-1140,7-1147,7-1182,7-1183,7-1184,7-1185,7-1202,7-1203,7-1204,7-1218,7-1225,7-1260,7-1261,7-1262,7-1263,7-1280,7-1281,7-1282,7-1296,7-1303,7-1338,7-1339,7-1340,7-1341,7-1358,7-1359,7-1360,7-1374,7-1381,7-1417,7-1574,7-1575,7-1576,7-1577,7-1594,7-1595,7-1596,7-1605,7-1606,7-1608,7-1610,7-1616,7-1617,7-1638,7-1639,7-1645,7-1652,7-1672,7-1673,7-1730,7-1731,7-1732,7-1733,7-1750,7-1751,7-1752,7-1764,7-1766,7-1773,7-1794,7-1808,7-1809,7-1810,7-1811,7-1828,7-1829,7-1844,7-1851,7-3348,7-3369,7-3384,7-5902,7-5903,7-5904,7-5905,7-5906,7-5907,7-5909,7-5910,8-268,8-288,8-289,8-304,8-824,9-270,9-290,9-291,9-306,9-2164,9-2322,11-777,11-835,12-777,12-835,12-864.
In addition, following compound has shown the dead worm rate more than 70% in concentration during for 10ppm, and the sequence number of described compound is 1-470,1-506,2-518,6-60,6-93,6-269,6-311,6-448,6-452,6-454,6-5913,6-5914,7-269,7-270,7-285,7-316,7-804,7-825,7-5908,7-5911,7-5912,8-804,8-840,17-1103,27-627,27-628,27-663.
On the other hand, compound (A) dead worm rate when concentration is 10ppm is below 50%.
<test example 3 〉
Insecticidal test to tea Ji leaf roller (Adoxophyeshonmai)
The artificial diet thinly sliced of dipping are 30 seconds in the soup that test compound is modulated to normality, air-dry after, add in the polyethylene cup of 7cm, put into tea Ji leaf roller 2 instar larvaes.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 6th.Carry out in 52 modes that connect system in 1 district.
Need to prove that compound uses above-claimed cpd (A) as a comparison.
The result of above-mentioned test, following compound demonstrates dead worm rate more than 70% during for 1ppm in concentration, and the sequence number of described compound is 6-72,6-80,6-90,6-347,6-348,6-349,6-366,6-382,6-427,6-446,6-449,6-460,6-503,6-504,6-505,6-522,6-524,6-538,6-1106,6-1182,6-1202,6-1260,6-1262,6-1263,6-1341,6-1358,6-1574,6-1576,6-1594,6-1596,6-1652,6-1654,6-1655,6-1672,6-1674,6-1688,6-1730,6-1732,6-1733,6-1750,6-1809,6-1811,6-1828,6-1830,7-348,7-366,7-382,7-502,7-505,7-522,7-538,7-1106,7-1202,7-1262,7-1280,7-1303,7-1338,7-1358,7-1574,7-1576,7-1594,7-1605,7-1652,7-1730,7-1732,7-1733,7-1750,7-1764,7-1808,7-1809,7-1810,7-1811.
In addition, following compound concentrations has shown the dead worm rate more than 70% during for 10ppm, and the sequence number of described compound is 6-271,6-367,6-389,6-426,6-523,6-1104,6-1577,6-1695,6-1851,6-2110,7-424,7-444,7-523,7-1104,7-1124,7-1260,7-1263,7-1577,7-1616,7-1731,7-1773,7-1851.
On the other hand, compound (A) dead worm rate when concentration is 10ppm is below 50%.
<test example 4 〉
Insecticidal test to the long leaf roller of tea (Choristoneuramagnanima)
The artificial diet thinly sliced of dipping are 30 seconds in the soup that test compound is modulated to normality, air-dry after, add in the polyethylene cup of 7cm, put into long leaf roller 2 instar larvaes of tea.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 6th.Carry out in 52 modes that connect system in 1 district.
Need to prove that compound uses above-claimed cpd (A) as a comparison.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% during for 1ppm in concentration, the sequence number of described compound is 6-72,6-80,6-90,6-271,6-349,6-366,6-367,6-426,6-427,6-1104,6-1106,6-1182,6-1260,6-1263,6-1358,6-1574,6-1577,6-1595,6-1596,6-1652,6-1654,6-1655,6-1672,6-1673,6-1674,6-1695,6-1730,6-1732,6-1733,6-1750,6-1751,6-1809,6-1811,6-1828,6-1829,6-1830,6-1851,7-90,7-348,7-366,7-382,7-389,7-444,7-502,7-504,7-505,7-523,7-1104,7-1106,7-1107,7-1124,7-1125,7-1260,7-1262,7-1263,7-1280,7-1281,7-1303,7-1358,7-1359,7-1574,7-1576,7-1577,7-1594,7-1595,7-1605,7-1616,7-1617,7-1652,7-1730,7-1732,7-1733,7-1750,7-1764,7-1773,7-1808,7-1809,7-1810,7-1811,7-1829,7-1851
Following compound has shown the dead worm rate more than 70% in concentration during for 10ppm, and the sequence number of described compound is 6-382,6-446,6-460,6-2110,7-424,7-538,7-1606.
On the other hand, compound (A) dead worm rate when concentration is 10ppm is below 50%.
<test example 5 〉
Insecticidal test to bollworm (Helicoverpa armigera)
Dipping Caulis et Folium Brassicae capitatae blade (cabbage leaf disk) is 30 seconds in the soup that test compound is modulated to normality, and is air-dry.Add blade (leaf disk) in having laid 6 hole plastic cups of filter paper, 12 instar larvae is put in per 1 hole.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 3rd.Carry out in 52 modes that connect system in 1 district.
Need to prove that compound uses above-claimed cpd (A) as a comparison.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 1ppm, and the sequence number of described compound is 6-72,6-80,6-90,6-271,6-347,6-348,6-349,6-366,6-367,6-382,6-389,6-426,6-427,6-446,6-449,6-460,6-503,6-504,6-505,6-522,6-523,6-524,6-538,6-1104,6-1106,6-1260,6-1262,6-1263,6-1281,6-1341,6-1358,6-1359,6-1574,6-1576,6-1577,6-1594,6-1595,6-1596,6-1652,6-1654,6-1655,6-1672,6-1673,6-1674,6-1695,6-1730,6-1732,6-1733,6-1750,6-1751,6-1808,6-1809,6-1811,6-1828,6-1829,6-1830,6-1851,6-2110,7-90,7-348,7-366,7-382,7-389,7-424,7-444,7-502,7-505,7-522,7-523,7-538,7-1106,7-1107,7-1125,7-1262,7-1263,7-1280,7-1303,7-1338,7-1358,7-1359,7-1574,7-1576,7-1577,7-1594,7-1595,7-1605,7-1606,7-1616,7-1617,7-1652,7-1730,7-1731,7-1732,7-1733,7-1750,7-1751,7-1764,7-1773,7-1808,7-1809,7-1810,7-1811,7-1829,7-1851.
In addition, the compound sequence number is that the compound of 7-1104 has shown the dead worm rate more than 70% during for 10ppm in concentration.
On the other hand, compound (A) dead worm rate when concentration is 10ppm is below 50%.
<test example 6 〉
Insecticidal test to small brown rice planthopper (Laodelphaxstriatellus)
Preparation is modulated to the acetone soln of normality with test compound, and 2.5ml intersperses among on the rice seedling with this acetone soln, air-dry after, add and put into the diameter 3cm of water, the Glass tubing of high 13cm, put into small brown rice planthopper 3 instar larvaes and cover lid.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 6th.Carry out in 10 2 modes that connect system in 1 district.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 100ppm, and the sequence number of described compound is 1-491,1-627,2-491,6-39,6-45,6-47,6-57,6-71,6-72,6-79,6-80,6-90,6-147,6-268,6-269,6-270,6-271,6-290,6-304,6-306,6-311,6-346,6-347,6-368,6-382,6-425,6-427,6-444,6-445,6-446,6-460,6-461,6-503,6-1104,6-1106,6-1107,6-1124,6-1126,6-1140,6-1147,6-1182,6-1183,6-1184,6-1185,6-1202,6-1203,6-1204,6-1218,6-1225,6-1260,6-1261,6-1262,6-1263,6-1280,6-1281,6-1282,6-1296,6-1303,6-1338,6-1339,6-1340,6-1341,6-1358,6-1359,6-1360,6-1374,6-1381,6-1574,6-1575,6-1576,6-1577,6-1594,6-1595,6-1596,6-1610,6-1617,6-1652,6-1653,6-1654,6-1655,6-1672,6-1673,6-1674,6-1688,6-1695,6-1730,6-1731,6-1732,6-1733,6-1734,6-1750,6-1751,6-1752,6-1754,6-1766,6-1773,6-1808,6-1809,6-1810,6-1811,6-1828,6-1829,6-1830,6-1851,6-2110,6-3348,6-3384,6-5903,6-5904,6-5905,6-5906,6-5907,6-5908,6-5909,6-5910,6-5911,6-5914,7-47,7-57,7-90,7-268,7-285,7-286,7-288,7-289,7-301,7-303,7-304,7-305,7-311,7-316,7-346,7-348,7-368,7-382,7-389,7-424,7-426,7-427,7-444,7-445,7-446,7-460,7-467,7-538,7-825,7-840,7-948,7-984,7-1104,7-1105,7-1106,7-1107,7-1124,7-1125,7-1126,7-1140,7-1147,7-1182,7-1183,7-1184,7-1185,7-1202,7-1203,7-1204,7-1218,7-1225,7-1260,7-1261,7-1262,7-1263,7-1280,7-1281,7-1282,7-1296,7-1303,7-1338,7-1339,7-1340,7-1341,7-1358,7-1359,7-1360,7-1374,7-1381,7-1417,7-1574,7-1575,7-1576,7-1577,7-1594,7-1595,7-1596,7-1605,7-1606,7-1608,7-1610,7-1616,7-1617,7-1638,7-1639,7-1645,7-1652,7-1672,7-1673,7-1730,7-1731,7-1732,7-1733,7-1750,7-1751,7-1752,7-1764,7-1766,7-1773,7-1794,7-1808,7-1809,7-1810,7-1811,7-1828,7-1829,7-1844,7-1851,7-3348,7-3369,7-5902,7-5903,7-5904,7-5906,7-5907,7-5909,7-5912,8-289,8-304,8-840,9-270,9-290,9-291,9-306,9-2164,9-2322,12-835,12-864.
<test example 7 〉
Insecticidal test to housefly (Muscadomestica)
Preparation is modulated to the acetone soln of normality with test compound, and this acetone soln 1ml is splashed in the Petri dish of diameter 9cm, air-dry after, put into housefly female insect and cover lid.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 1st.Carry out in 52 modes that connect system in 1 district.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 100ppm, and the sequence number of described compound is 1-1925,1-1968,6-39,6-47,6-72,6-272,6-293,6-346,6-347,6-348,6-366,6-368,6-382,6-389,6-426,6-427,6-428,6-450,6-452,6-453,6-460,6-503,6-504,6-505,6-522,6-523,6-524,6-538,6-1105,6-1107,6-1124,6-1125,6-1126,6-1147,6-1184,6-1204,6-1218,6-1260,6-1281,6-1338,6-1341,6-1358,6-1359,6-1360,6-1374,6-1575,6-1576,6-1577,6-1594,6-1596,6-1617,6-1652,6-1672,6-1673,6-1695,6-1730,6-1731,6-1732,6-1733,6-1734,6-1750,6-1751,6-1752,6-1773,6-1808,6-1809,6-1810,6-1811,6-1828,6-1829,6-1830,6-1851,6-2110,6-5905,7-39,7-57,7-90,7-268,7-346,7-348,7-349,7-366,7-367,7-368,7-382,7-389,7-424,7-428,7-444,7-446,7-449,7-504,7-522,7-538,7-1104,7-1105,7-1106,7-1107,7-1126,7-1262,7-1280,7-1282,7-1296,7-1303,7-1338,7-1340,7-1358,7-1359,7-1360,7-1381,7-1417,7-1574,7-1575,7-1576,7-1577,7-1596,7-1652,7-1731,7-1732,7-1733,7-1750,7-1752,7-1764,7-1766,7-1730,7-1773,7-1794,7-1808,7-1809,7-1810,7-1811,7-1828,7-1829,7-1851,9-2164,9-2322,11-777,11-835,12-777,12-835,12-864,17-1103,27-627.
<test example 8 〉
Insecticidal test to Groton bug (Blattellagermanica)
Preparation is modulated to the acetone soln of normality with test compound, and this acetone soln 1ml is splashed in the Petri dish of diameter 9cm, air-dry after, put into Groton bug male insect and cover lid.Be placed in 25 ℃ of thermostatic chambers " Invest, Then Investigate " life and death borer population on the 1st.Carry out in 52 modes that connect system in 1 district.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% when concentration 100ppm, the sequence number of described compound is 1-1925,6-39,6-47,6-346,6-347,6-367,6-368,6-382,6-389,6-426,6-427,6-503,6-538,6-1105,6-1106,6-1107,6-1124,6-1125,6-1126,6-1147,6-1184,6-1204,6-1218,6-1280,6-1296,6-1338,6-1358,6-1359,6-1575,6-1576,6-1577,6-1594,6-1595,6-1596,6-1610,6-1617,6-1730,6-1731,6-1732,6-1733,6-1750,6-1751,6-1752,6-1773,6-1811,6-5905,7-57,7-268,7-305,7-347,7-349,7-367,7-382,7-389,7-424,7-444,7-446,7-502,7-505,7-538,7-1104,7-1105,7-1106,7-1107,7-1125,7-1126,7-1261,7-1262,7-1280,7-1282,7-1296,7-1303,7-1381,7-1574,7-1575,7-1576,7-1577,7-1594,7-1595,7-1596,7-1617,7-1731,7-1732,7-1733,7-1750,7-1752,7-1766,7-1773,7-1851.
<test example 9 〉
The insecticidal test of player whose turn comes next mosquito (Culex pipiens molestus) over the ground
Test compound is modulated to the acetone soln of normality, above-mentioned acetone soln 1ml is splashed in the Petri dish of diameter 9cm, air-dry after, put into ground player whose turn comes next mosquito adult and cover lid.Be placed in 25 ℃ of thermostatic chambers, handle " Invest, Then Investigate " life and death borer population on the 1st.Carry out in 52 modes that connect system in 1 district.
The result of above-mentioned test, compound sequence number are that the compound of 7-424,7-1574,7-1577,7-1730,7-1732,7-1733 has shown the dead worm rate more than 70% during for 1000ppm in concentration.
<test example 10 〉
Insecticidal test to Taiwan formosanes (Coptotermesformosanus)
Preparation is modulated to the acetone soln of normality with test compound, this acetone soln 20 μ l is splashed in the filter paper that adds the diameter 2.6mm in the polypropylene tube, air-dry after, add the water of 20 μ l, put into Taiwan formosanes and cover lid.Be placed in 28 ℃ of thermostatic chambers, handle " Invest, Then Investigate " life and death borer population on the 5th.Carry out in 10 2 modes that connect system in 1 district.
The result of above-mentioned test, following compound has shown the dead worm rate more than 70% in concentration during for 30ppm, and the sequence number of described compound is 6-460,6-1260,6-1652,7-268,7-424,7-1104,7-1574,7-1577,7-1730,7-1732,7-1733.
Utilizability on the industry
According to the present invention, can provide novel amide derivatives. This amide derivatives shows superior efficacy in the Pesticidal activity, the value height on the industry.

Claims (19)

1. the amide derivatives of following general formula (1) expression,
Figure FPA00001310061400011
In the general formula (1),
A represents carbon atom, Sauerstoffatom, nitrogen-atoms, oxidized nitrogen-atoms or sulphur atom,
Necessary non-metallic atom group when K is illustrated in 2 carbon atoms with A and A bonding and forms cyclic linker group, described cyclic linker group is from benzene, pyridine, N-pyridine oxide, pyrimidine, pyrazine, pyridazine, triazine, pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole;
X represents hydrogen atom, halogen atom, the C1-C6 alkyl, the C1-C6 haloalkyl, the C3-C9 cycloalkyl, the C3-C9 halogenated cycloalkyl, the C2-C6 alkenyl, the C2-C6 halogenated alkenyl, the C2-C6 alkynyl, C2-C6 halo alkynyl, the C1-C6 alkoxyl group, the C1-C6 halogenated alkoxy, the C2-C6 alkenyl oxy, the C2-C6 halogenated alkenyl oxy, C2-C6 alkynyloxy base, C2-C6 halo alkynyloxy base, the C3-C9 cycloalkyloxy, C3-C9 halo cycloalkyloxy, C1-C6 alkyl sulfenyl, C1-C6 haloalkyl sulfenyl, the C1-C6 alkyl sulphinyl, C1-C6 haloalkyl sulfinyl, the C1-C6 alkyl sulphonyl, the C1-C6 halogenated alkyl sulfonyl, C1-C6 alkyl sulphonyl oxygen base, C1-C6 halogenated alkyl sulfonyl oxygen base, the C2-C7 alkyl-carbonyl, the C2-C7 halogenated alkyl carbonyl, the C3-C7 alkenyl carbonyl, C3-C7 halogenated alkenyl carbonyl, C3-C7 alkynyl carbonyl, C3-C7 halo alkynyl carbonyl, the C4-C10 naphthene base carbonyl, C4-C10 halogenated cycloalkyl carbonyl, C2-C7 alkyl-carbonyl oxygen base, C2-C7 halogenated alkyl carbonyl oxygen base, aryl carbonyl oxygen base, the C2-C7 alkoxy carbonyl, the C2-C7 halo alkoxy carbonyl, C3-C7 alkenyl oxy carbonyl, C3-C7 halogenated alkenyl oxy carbonyl, C3-C7 alkynyloxy base carbonyl, C3-C7 halo alkynyloxy base carbonyl, C4-C10 cycloalkyl oxy carbonyl, C4-C10 halogenated cycloalkyl oxygen base carbonyl, the C2-C7 alkyl-carbonyl-amino, C2-C7 halogenated alkyl carbonyl amino, the C2-C7 alkoxycarbonyl amino, C2-C7 halo alkoxy carbonyl amino, the C2-C7 alkoxy-carbonyl oxy, C2-C7 halo alkoxy carbonyl oxygen base, aryl-amino-carbonyl, amino, formamyl, cyano group, hydroxyl, Pentafluorosulfanyl, the C1-C6 alkylamino, C1-C6 haloalkyl amino, the C2-C6 alkenyl amino, C2-C6 halogenated alkenyl amino, C2-C6 alkynyl amino, C2-C6 halo alkynyl amino, the C3-C9 cycloalkyl amino, C3-C9 halogenated cycloalkyl amino, the C2-C7 alkyl amino-carbonyl, C2-C7 haloalkyl aminocarboxyl, C3-C7 alkenyl amino carbonyl, C3-C7 halogenated alkenyl aminocarboxyl, C3-C7 alkynyl aminocarboxyl, C3-C7 halo alkynyl aminocarboxyl, C4-C10 cycloalkyl amino carbonyl, C4-C10 halogenated cycloalkyl aminocarboxyl, phenyl, or heterocyclic radical, when having a plurality of X, each X can be same to each other or different to each other;
N represents 0~4 integer;
T represents-C (=G 1)-Q 1, or-C (=G 1)-G 2Q 2
G 1And G 2Represent Sauerstoffatom or sulphur atom respectively independently,
Q 1And Q 2Expression:
Hydrogen atom,
The C1-C6 alkyl,
The C1-C6 haloalkyl,
The C2-C6 alkenyl,
The C2-C6 halogenated alkenyl,
The C2-C6 alkynyl,
C2-C6 halo alkynyl,
The C3-C9 cycloalkyl,
The C3-C9 halogenated cycloalkyl,
Benzyl,
Can have substituent phenyl,
Naphthyl,
Maybe can have substituent heterocyclic radical;
Y 1And Y 5Represent halogen atom, C1-C6 halogenated alkoxy or C1-C3 haloalkyl respectively independently,
Y 2And Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl respectively independently,
Y 3Expression C2-C5 haloalkyl;
Need to prove Q 1And Q 2In, the substituting group that can have substituent phenyl and can have a substituent heterocyclic radical represents to be selected from the substituting group more than 1 in the following radicals, described group is: halogen atom, the C1-C6 alkyl, the C1-C6 haloalkyl, the C3-C9 cycloalkyl, the C3-C9 halogenated cycloalkyl, the C2-C6 alkenyl, the C2-C6 halogenated alkenyl, the C2-C6 alkynyl, C2-C6 halo alkynyl, the C1-C6 alkoxyl group, the C1-C6 halogenated alkoxy, the C2-C6 alkenyl oxy, the C2-C6 halogenated alkenyl oxy, C2-C6 alkynyloxy base, C2-C6 halo alkynyloxy base, the C3-C9 cycloalkyloxy, C3-C9 halo cycloalkyloxy, C1-C6 alkyl sulfenyl, C1-C6 haloalkyl sulfenyl, the C1-C6 alkyl sulphinyl, C1-C6 haloalkyl sulfinyl, the C1-C6 alkyl sulphonyl, the C1-C6 halogenated alkyl sulfonyl, the C2-C7 alkyl-carbonyl, the C2-C7 halogenated alkyl carbonyl, the C3-C7 alkenyl carbonyl, C3-C7 halogenated alkenyl carbonyl, C3-C7 alkynyl carbonyl, C3-C7 halo alkynyl carbonyl, the C4-C10 naphthene base carbonyl, C4-C10 halogenated cycloalkyl carbonyl, C2-C7 alkyl-carbonyl oxygen base, C2-C7 halogenated alkyl carbonyl oxygen base, C1-C6 alkyl sulphonyl oxygen base, C1-C6 halogenated alkyl sulfonyl oxygen base, the C2-C7 alkoxy carbonyl, the C2-C7 halo alkoxy carbonyl, C3-C7 alkenyl oxy carbonyl, C3-C7 halogenated alkenyl oxy carbonyl, C3-C7 alkynyloxy base carbonyl, C3-C7 halo alkynyloxy base carbonyl, C4-C10 cycloalkyl oxy carbonyl, C4-C10 halogenated cycloalkyl oxygen base carbonyl, the C2-C7 alkyl-carbonyl-amino, C2-C7 halogenated alkyl carbonyl amino, the C2-C7 alkoxycarbonyl amino, C2-C7 halo alkoxy carbonyl amino, the C1-C6 alkylamino, C1-C6 haloalkyl amino, the C2-C6 alkenyl amino, C2-C6 halogenated alkenyl amino, C2-C6 alkynyl amino, C2-C6 halo alkynyl amino, the C3-C9 cycloalkyl amino, C3-C9 halogenated cycloalkyl amino, the C2-C7 alkyl amino-carbonyl, C2-C7 haloalkyl aminocarboxyl, C3-C7 alkenyl amino carbonyl, C3-C7 halogenated alkenyl aminocarboxyl, C3-C7 alkynyl aminocarboxyl, C3-C7 halo alkynyl aminocarboxyl, C4-C10 cycloalkyl amino carbonyl, C4-C10 halogenated cycloalkyl aminocarboxyl, amino, formamyl, cyano group, nitro, hydroxyl, Pentafluorosulfanyl, can have substituent phenyl, and can have substituent heterocyclic radical, when having 2 above substituting groups, each substituting group can be the same or different;
And then, X, Q 1, and Q 2In heterocyclic radical represent pyridyl, N-pyridine oxide base, pyrimidyl, pyrazinyl, pyridazinyl, furyl, thienyl, oxazolyl, isoxazolyl, oxadiazole base, thiazolyl, isothiazolyl, thiadiazolyl group, pyrryl, imidazolyl, triazolyl, pyrazolyl or tetrazyl;
G 3Expression Sauerstoffatom or sulphur atom;
R 1And R 2Represent hydrogen atom respectively independently; Sauerstoffatom; halogen atom; hydroxyl; nitro; nitroso-group; trimethyl silyl; t-butyldimethylsilyl; cyano group; amino; can have substituent C1-C6 alkyl; can have substituent C1-C6 haloalkyl; the C2-C7 alkyl-carbonyl; the C2-C7 halogenated alkyl carbonyl; can have substituent C2-C6 alkenyl; can have substituent C2-C6 halogenated alkenyl; can have substituent C2-C6 alkynyl; can have substituent C2-C6 halo alkynyl; the C2-C7 alkoxy carbonyl; the C2-C7 halo alkoxy carbonyl; C3-C7 alkenyl oxy carbonyl; C3-C7 halogenated alkenyl oxy carbonyl; C3-C7 alkynyloxy base carbonyl; C3-C7 halo alkynyloxy base carbonyl; phenyloxycarbonyl; the C2-C7 alkyl amino-carbonyl; C2-C7 haloalkyl aminocarboxyl; C2-C7 alkyl-carbonyl oxygen base; C2-C7 halogenated alkyl carbonyl oxygen base; benzoyl; the C1-C6 alkoxyl group; the C1-C6 halogenated alkoxy; C1-C6 alkyl sulfenyl; C1-C6 haloalkyl sulfenyl; the C1-C6 alkyl sulphinyl; C1-C6 haloalkyl sulfinyl; the C1-C6 alkyl sulphonyl; the C1-C6 halogenated alkyl sulfonyl; benzenesulfonyl; the benzyl alkylsulfonyl; benzyl; or-C (=O) C (=O) R 7, in the formula, R 7Expression C1-C6 alkyl, C1-C6 haloalkyl, C1-C6 alkoxyl group or C1-C6 halogenated alkoxy;
But the amide derivatives that does not comprise above-mentioned general formula (1) expression is any one the situation in following (A)~(I):
(A) in the above-mentioned general formula (1), K necessary non-metallic atom group when forming the cyclic linker group from pyridine at 2 carbon atoms, Y with A and A bonding 1Be halogen atom, Y 5Be the C1-C6 halogenated alkoxy, T is-C (=G 1)-Q 1
(B) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, Y 1And Y 5Be halogen atom independently respectively, T is-C (=G 1)-G 2Q 2
(C) in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, described cyclic linker group is from pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole, and T is-C (=G 1)-Q 1, Y 1Be halogen atom, Y 5Be halogen atom or halogenated alkoxy;
(D) amide compound of following general formula (2) expression,
Figure FPA00001310061400051
In the general formula (2), Y 2~Y 4, Q 1, G 1, G 3, R 1, and R 2With the Y in the general formula (1) 2~Y 4, Q 1, G 1, G 3, R 1, and R 2The difference synonym, Y 1Be halogen atom, Y 5Be the C1-C2 halogenated alkoxy;
(E) in the above-mentioned general formula (2), Y 1And Y 5Be halogen atom, X is hydrogen atom, Y 3Be the C2-C3 haloalkyl;
(F) amide derivatives of following general formula (3) expression,
Figure FPA00001310061400061
In the general formula (3), Y 1And Y 5Be halogen atom independently respectively, X 1And X 3Be hydrogen atom or fluorine atom independently respectively, Q 1With the Q in the general formula (1) 1Synonym, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 perfluoroalkyl;
(G) amide derivatives of following general formula (4) expression,
Figure FPA00001310061400062
In the general formula (4), X 1Be fluorine atom, X 2, X 3, and X 4Be hydrogen atom, Y 1And Y 5Differ from one another, be bromine atoms or trifluoromethoxy, Y 2And Y 4Be hydrogen atom, Y 3Be seven fluorine sec.-propyls, Q 1Be phenyl or 2-chloropyridine-3-base, R 1And R 2Differ from one another, be hydrogen atom or methyl,
Perhaps X 1Be fluorine atom, X 2, X 3, and X 4Be hydrogen atom, Y 1And Y 5Be bromine atoms, Y 2And Y 4Be hydrogen atom, Y 3Be pentafluoroethyl group, Q 1Be 2-fluorophenyl, R 1And R 2Be hydrogen atom or methyl independently respectively;
(H) amide derivatives of following general formula (5) expression,
In the general formula (5), Y 1And Y 5Be halogen atom independently respectively, X 1Be hydrogen atom or fluorine atom, Q 2Be 2,2,2-three chloroethyls and 3,3,3-three fluoro-n-propyl group, Y 3Be the C2-C4 haloalkyl;
(I) amide derivatives of following general formula (6) expression,
Figure FPA00001310061400072
In the general formula (6), Y 1And Y 5Be halogen atom independently respectively, Q 2With the Q in the general formula (1) 2Synonym, R 1Be hydrogen atom or methyl, Y 3Be the C3-C4 haloalkyl.
2. amide compound as claimed in claim 1, with following general formula (7) expression,
In the general formula (7), n is 4, X, Y 1~Y 5, Q 1, G 1, G 3, R 1, and R 2With X, the Y in the general formula (1) 1~Y 5, Q 1, G 1, G 3, R 1, and R 2The difference synonym.
3. amide derivatives as claimed in claim 2, with following general formula (8) expression,
Figure FPA00001310061400081
In the general formula (8), Q 1Expression can have substituent phenyl maybe can have substituent pyridyl;
X 1, X 2, X 3, and X 4Represent hydrogen atom or fluorine atom respectively independently;
R 1And R 2Represent hydrogen atom or C1-C3 alkyl respectively independently;
Y 1And Y 5Represent halogen atom, C1-C3 halogenated alkoxy or C1-C3 haloalkyl respectively independently, Y 2And Y 4Represent hydrogen atom, halogen atom or C1-C4 alkyl, Y respectively independently 3Expression C3-C4 haloalkyl;
Wherein, Y 1And Y 5When being halogen atom simultaneously, X 1And X 2In at least one side be fluorine atom; In addition, Y 1Or Y 5During for the C1-C3 halogenated alkoxy, X 2Be fluorine atom.
4. amide derivatives as claimed in claim 3, wherein,
In the above-mentioned general formula (8), Y 3Be the C3-C4 perfluoroalkyl.
5. amide derivatives as claimed in claim 4, wherein,
In the above-mentioned general formula (8), Y 1And Y 5Be chlorine atom, bromine atoms, iodine atom, trifluoromethoxy, trifluoromethyl or pentafluoroethyl group independently respectively, Y 2And Y 4Be hydrogen atom.
6. amide derivatives as claimed in claim 5, wherein,
In the above-mentioned general formula (8), X 1And X 2Be hydrogen atom or fluorine atom independently respectively, X 3And X 4Be hydrogen atom.
7. amide derivatives as claimed in claim 6, wherein,
In the above-mentioned general formula (8), R 1And R 2Be hydrogen atom or methyl independently respectively.
8. amide derivatives as claimed in claim 7, wherein,
In the above-mentioned general formula (8), Q 1For having substituent phenyl or the pyridyl that is selected from halogen atom, C1 haloalkyl, nitro and the cyano group.
9. amide derivatives as claimed in claim 8, wherein,
In the above-mentioned general formula (8), Q 1In above-mentioned substituent quantity be 1 or 2.
10. amide derivatives as claimed in claim 2, wherein,
In the above-mentioned general formula (7), Y 3Be C2-C4 perfluoroalkyl, Y 2And Y 4Be hydrogen atom, Y 1And Y 5Be halogen atom or C1-C3 haloalkyl, Y 1And Y 5In the either party be the C1-C3 haloalkyl.
11. amide derivatives as claimed in claim 10, wherein,
In the above-mentioned general formula (7), 4 X are hydrogen atom, halogen atom or cyano group respectively independently.
12. amide derivatives as claimed in claim 1, with following general formula (9) expression,
Figure FPA00001310061400091
In the general formula (9), n is 4, X, Y 1~Y 5, Q 2, G 1~G 3, R 1, and R 2With X, the Y in the general formula (1) 1~Y 5, Q 2, G 1~G 3, R 1, and R 2The difference synonym.
13. amide derivatives as claimed in claim 12, in the above-mentioned general formula (9), Y 3Be C2-C4 perfluoroalkyl, Y 2And Y 4Be hydrogen atom, Y 1And Y 5Be halogen atom or C1-C3 haloalkyl, Y 1, Y 5In the either party be the C1-C3 haloalkyl.
14. amide derivatives as claimed in claim 13, in the above-mentioned general formula (9), 4 X are hydrogen atom, halogen atom or cyano group respectively independently.
15. amide derivatives as claimed in claim 1, in the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, and described cyclic linker group is from pyridine, N-pyridine oxide, pyrimidine, pyrazine, pyridazine, triazine, pyrroles, pyrazoles, imidazoles, oxazole, isoxazole, thiazole, isothiazole, furans, thiophene, oxadiazole, thiadiazoles or triazole.
16. amide derivatives as claimed in claim 15, wherein,
In the above-mentioned general formula (1), Y 3Be C2-C4 perfluoroalkyl, Y 2And Y 4Be hydrogen atom, Y 1And Y 5Be halogen atom or C1-C3 haloalkyl, Y 1And Y 5In the either party be the C1-C3 haloalkyl.
17. amide derivatives as claimed in claim 16, wherein,
In the above-mentioned general formula (1), K is necessary non-metallic atom group when 2 carbon atoms with A and A bonding form cyclic linker group, and described cyclic linker group is from pyridine, N-pyridine oxide, pyrroles, thiazole, furans or thiophene.
18. a noxious organism control agent, contain claim 1 to the claim 17 at least a kind in each described amide derivatives as effective constituent.
19. the method for control of a harmful organism is used for harmful organism with the described noxious organism control agent of claim 18.
CN200980131076.5A 2008-08-13 2009-06-30 Amide derivatives, the noxious organism control agent containing the amide derivatives and its application method Active CN102119143B (en)

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